Tag: M.W:200-300

Provencher, Philip A.; Bay, Katherine L.; Hoskin, John F.; Houk, K. N.; Yu, Jin-Quan; Sorensen, Erik J. published the article 《Cyclization by C(sp3)-H Arylation with a Transient Directing Group for the Diastereoselective Preparation of Indanes》. Keywords: iodophenyl alkyl ketone palladium acetate catalyst glycine cyclization diastereoselective; alkyl dihydroindenyl ethanone preparation C H activation.They researched the compound: 1-(Bromomethyl)-2-iodobenzene( cas:40400-13-3 ).SDS of cas: 40400-13-3. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:40400-13-3) here.

Pd(II)-catalyzed cyclative C(sp3)-H arylation of ketones with a transient directing group (TDG). Based on calculations, the oxidative addition step implicates a highly strained trigonal bipyramidal geometry around a Pd(IV) intermediate afforded by the bidentate TDG and the intramol. arylation process. As a consequence, unproductive protodeiodination outcompetes the cyclative arylation Pd(II/IV) pathway under standard conditions. The desired selectivity was achieved by prudent selection of the TDG and the Ag(I) source. The reaction was accelerated by the inclusion of stoichiometric quantities of trifluoroacetic acid, which benefits both the palladium catalysis and the attachment of the TDG for the pivotal C(sp3)-H palladation. Critically, the use of the 2-pyridone ligand improves yields significantly and enables the cyclative arylation of both Me and linear methylene C-H bonds. Mechanistically, the high energy barrier associated with the transition state of this cyclization type was sufficient to drive selective linear methylene C-H activation in the presence of a more reactive Me C-H bond. The reaction was showcased in a two-step synthesis of a substituted indane using 3-iodoanisole as the linchpin in a formal [3 + 2] annulation concept featuring two C(sp3)-H arylations.

Different reactions of this compound(1-(Bromomethyl)-2-iodobenzene)SDS of cas: 40400-13-3 require different conditions, so the reaction conditions are very important.

Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Computed Properties of C7H6BrI. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 1-(Bromomethyl)-2-iodobenzene, is researched, Molecular C7H6BrI, CAS is 40400-13-3, about Rhodium-Catalyzed Carbonylative Coupling of Alkyl Halides with Phenols under Low CO Pressure. Author is Ai, Han-Jun; Wang, Hai; Li, Chong-Liang; Wu, Xiao-Feng.

A rhodium-catalyzed carbonylative transformation of alkyl halides under low pressure of CO has been developed. This robust catalyst system allows using phenols as the carbonylative coupling partner and, meanwhile, exhibits high functional group tolerance and good chemoselectivity. Substrates even with a large steric hindrance group or multiple reaction sites can be selectively converted into the desired products in good to excellent yields. A gram-scale experiment was performed and delivered an almost quant. amount of the product. Control experiments were performed as well, and a possible reaction mechanism is proposed.

Different reactions of this compound(1-(Bromomethyl)-2-iodobenzene)Computed Properties of C7H6BrI require different conditions, so the reaction conditions are very important.

Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 40400-13-3, is researched, SMILESS is BrCC1=C(I)C=CC=C1, Molecular C7H6BrIJournal, Article, Chemical Communications (Cambridge, United Kingdom) called Frustrated Lewis pair catalyzed hydrodehalogenation of benzyl-halides, Author is Wang, Tongtong; Xu, Maotong; Jupp, Andrew R.; Chen, Shi-Ming; Qu, Zheng-Wang; Grimme, Stefan; Stephan, Douglas W., the main research direction is toluene preparation; benzyl halide hydrodehalogenation frustrated Lewis pair catalyst.Computed Properties of C7H6BrI.

10 Mol% B(2,6-C6F2H3)3 in the presence of excess tetramethylpiperidine (TMP) and H2 (or D2) is shown to catalyze the hydrogenative dehalogenation of benzyl-halides to give corresponding toluene derivatives These reactions proceed via an initial FLP activation of H2 yielding the ammonium hydridoborate [TMPH][HB(2,6-C6F2H3)3]. This species acts in analogy to a FLP to cooperatively activate C-X bond (X = Cl, Br, I) of benzyl-halides delivering hydride and generating the corresponding ammonium halide salts.

Different reactions of this compound(1-(Bromomethyl)-2-iodobenzene)Computed Properties of C7H6BrI require different conditions, so the reaction conditions are very important.

Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Formula: C7H6BrI. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 1-(Bromomethyl)-2-iodobenzene, is researched, Molecular C7H6BrI, CAS is 40400-13-3, about Nickel-catalyzed reductive alkylation of heteroaryl imines. Author is Brandstatter, Marco; Turro, Raymond F.; Reisman, Sarah E..

A Ni-catalyzed reductive cross-coupling of heteroaryl imines with C(sp3) electrophiles for the preparation of heterobenzylic amines is reported. This umpolung-type alkylation proceeds under mild conditions, avoids the pre-generation of organometallic reagents, and exhibits good functional group tolerance. Mechanistic studies are consistent with the imine substrate acting as a redox-active ligand upon coordination to a low-valent nickel center. The resulting Ni-bis(2-imino)heterocycle complexes can engage in alkylation reactions with a variety of C(sp3) electrophiles, giving the heterobenzylic amine products in good yields.

Different reactions of this compound(1-(Bromomethyl)-2-iodobenzene)Formula: C7H6BrI require different conditions, so the reaction conditions are very important.

Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Koh, Samuel; Pounder, Austin; Brown, Elizabeth; Tam, William published the article 《Intramolecular Nickel-Catalyzed Ring-Opening Reactions of Oxabenzonorbornadienes with C1-Tethered Aryl Halides: An Improvement of Method》. Keywords: nickel catalyzed intramol ring opening oxabenzonorbornadiene tethered aryl halide; fused tetracyclic hydronaphthalenol synthesis.They researched the compound: 1-(Bromomethyl)-2-iodobenzene( cas:40400-13-3 ).SDS of cas: 40400-13-3. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:40400-13-3) here.

An improved method of the recently reported novel transition metal-catalyzed intramol. ring-opening reaction of oxabenzonorbornadienes with C1-tethered aryl halides is described. Using a nickel catalyst, fused tetracycles containing a 1,2-dihydronaphthalen-1-ol framework were generated with good to excellent yields and selectivities in most cases: a result seldom obtained using the previous palladium-catalyzed conditions [e.g., I → II (93%, 90% isolated) in presence of NiCl2(PPh3)2 and Zn in MeCN]. Electron-withdrawing, electron-donating, and bulky substituents were generally found to be well tolerated in the reaction while extension of the tether led to decreased yields.

The article 《Intramolecular Nickel-Catalyzed Ring-Opening Reactions of Oxabenzonorbornadienes with C1-Tethered Aryl Halides: An Improvement of Method》 also mentions many details about this compound(40400-13-3)SDS of cas: 40400-13-3, you can pay attention to it, because details determine success or failure

Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Computed Properties of C7H6BrI. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 1-(Bromomethyl)-2-iodobenzene, is researched, Molecular C7H6BrI, CAS is 40400-13-3, about Straightforward access to complex isoindolinones from the Ugi reaction of o-nitrobenzoic acid derivatives. Author is Kurva, Mahanandaiah; Dole Kerim, Mansour; Gamez-Montano, Rocio; El Kaim, Laurent.

The Ugi reaction of 2-nitrobenzoic acid derivatives has been used for a diversity oriented synthesis of complex isoindolinones via a SNAr reaction involving the peptidyl position. When the cyclization is triggered by strong bases such as potassium tert-butylate, the SNAr reaction is followed by a deamidification/oxidation sequence leading to 2-hydroxyisoindolinones. The latter may be further transformed into polycyclic fused isoindolinones via Pictet-Spengler type cyclization or O-alkylation/metathesis sequences.

After consulting a lot of data, we found that this compound(40400-13-3)Computed Properties of C7H6BrI can be used in many types of reactions. And in most cases, this compound has more advantages.

Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, Research Support, Non-U.S. Gov’t, Organic & Biomolecular Chemistry called Superbase-promoted selective carbon-carbon bond cleavage driven by aromatization, Author is Liu, Can; Zhu, Xianjin; Han, Yongzhen; Yang, Haijun; Zhu, Changjin; Fu, Hua, which mentions a compound: 40400-13-3, SMILESS is BrCC1=C(I)C=CC=C1, Molecular C7H6BrI, Electric Literature of C7H6BrI.

A novel selective carbon-carbon single bond cleavage has been disclosed through the copper-catalyzed reaction of 1-alkyl-3-alkylindolin-2-imine hydrochlorides I•HCl (R1 = 7-CH3, 5-OCH3, 5-Cl, etc.; R2 = CH3, CH2C6H5, CH2CH=CH2, etc.; R3 = C2H5, CH2C6H5, 4-ClC6H4CH2, etc.) with substituted 1-(bromomethyl)-2-iodobenzenes R4-2-(X)C6H3CH2Br (R4 = H, 5-OCH3, 4-F, 5-F, 5-Cl; X = I, Br) leading to fused N-heterocycles II (R5 = 7-CH3, 9-OCH3, 9-Cl, etc.; R6 = 2-OCH3, 3-F, 2-F, 2-Cl). Mechanistic studies showed that the intrinsic drive of aromatization and the action of the superbase derived from sodium tert-butoxide and dimethylsulfoxide were the key factors leading to the carbon-carbon single bond cleavage. Furthermore, the obtained N-heterocycles are indoloquinoline derivatives II with wide biol. activities.

After consulting a lot of data, we found that this compound(40400-13-3)Electric Literature of C7H6BrI can be used in many types of reactions. And in most cases, this compound has more advantages.

Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 1-(Bromomethyl)-2-iodobenzene( cas:40400-13-3 ) is researched.Recommanded Product: 1-(Bromomethyl)-2-iodobenzene.Luo, Xiai; Zhou, Liwei; Lu, Haiyan; Deng, Guobo; Liang, Yun; Yang, Chunming; Yang, Yuan published the article 《Palladium-Catalyzed Domino Heck/C-H Activation/Decarboxylation: A Rapid Entry to Fused Isoquinolinediones and Isoquinolinones》 about this compound( cas:40400-13-3 ) in Organic Letters. Keywords: fused isoquinolinedione isoquinolinone preparation regioselective; alkene aryl iodide bromobenzoic acid domino cyclization palladium catalyst; carbon hydrogen activation Heck reaction decarboxylation. Let’s learn more about this compound (cas:40400-13-3).

A new palladium-catalyzed tandem cyclization of various alkene-tethered aryl iodides has been presented. In this protocol, o-bromobenzoic acids are employed as coupling parters to achieve the insertion of aromatic rings by the cleavage of C(sp2)-Br and decarboxylation, thus assembling various dibenzoisoquinolinediones and dibenzoisoquinolinones. In addition, a seven-membered ring can be constructed by the use of 8-bromo-1-naphthoic acid. Notably, this approach enables regioselective product formation and features broad substrate scope.

The article 《Palladium-Catalyzed Domino Heck/C-H Activation/Decarboxylation: A Rapid Entry to Fused Isoquinolinediones and Isoquinolinones》 also mentions many details about this compound(40400-13-3)Recommanded Product: 1-(Bromomethyl)-2-iodobenzene, you can pay attention to it, because details determine success or failure

Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Quality Control of 1-(Bromomethyl)-2-iodobenzene. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 1-(Bromomethyl)-2-iodobenzene, is researched, Molecular C7H6BrI, CAS is 40400-13-3, about Functionalization of 1,3,4-Oxadiazoles and 1,2,4-Triazoles via Selective Zincation or Magnesiation Using 2,2,6,6-Tetramethylpiperidyl Bases. Author is Schwaerzer, Kuno; Tuellmann, Carl Phillip; Grassl, Simon; Gorski, Bartosz; Brocklehurst, Cara E.; Knochel, Paul.

The metalation of the 1,3,4-oxadiazole and 1,2,4-triazole scaffolds via regioselective zincation or magnesiation using the TMP bases (TMP = 2,2,6,6-tetramethylpiperidyl) TMP2Zn.2LiCl, TMP2Zn.2MgCl2.2LiCl, TMPMgCl.LiCl, and TMPZnCl.LiCl under mild conditions in THF is reported. Subsequent trapping with various electrophiles including hydroxylamino benzoates gives access to functionalized heterocycles while tolerating many functional groups.

The article 《Functionalization of 1,3,4-Oxadiazoles and 1,2,4-Triazoles via Selective Zincation or Magnesiation Using 2,2,6,6-Tetramethylpiperidyl Bases》 also mentions many details about this compound(40400-13-3)Quality Control of 1-(Bromomethyl)-2-iodobenzene, you can pay attention to it, because details determine success or failure

Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Computed Properties of C7H6BrI. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 1-(Bromomethyl)-2-iodobenzene, is researched, Molecular C7H6BrI, CAS is 40400-13-3, about α-Oxocarboxylic Acids as Three-Carbon Insertion Units for Palladium-Catalyzed Decarboxylative Cascade Synthesis of Diverse Fused Heteropolycycles. Author is Zhou, Liwei; Qiao, Shujia; Zhou, Fengru; Xuchen, Xinyu; Deng, Guobo; Yang, Yuan; Liang, Yun.

A novel palladium-catalyzed decarboxylative cascade cyclization for the assembly of diverse fused heteropolycycles by employing α-oxocarboxylic acids as three-carbon insertion units is reported. This protocol enables the synthesis of isoquinolinedione- and indolo[2,1-a]isoquinolinone-fused benzocycloheptanones in moderate to good yields by the use of different aryl iodides, including alkene-tethered 2-iodobenzamides and 2-(2-iodophenyl)-1H-indoles. Notably, the approach achieves simultaneous construction of both six- and seven-membered rings via sequential intramol. carbopalladation, C-H activation, and decarboxylation.

Although many compounds look similar to this compound(40400-13-3)Computed Properties of C7H6BrI, numerous studies have shown that this compound(SMILES:BrCC1=C(I)C=CC=C1), has unique advantages. If you want to know more about similar compounds, you can read my other articles.

Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate