So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Hanna, Luke E.; Harris, Michael R.; Domon, Kenji; Jarvo, Elizabeth R. researched the compound: 5-Chloropicolinaldehyde( cas:31181-89-2 ).Computed Properties of C6H4ClNO.They published the article 《Nickel-Catalyzed Hydrogenolysis and Conjugate Addition of 2-(Hydroxymethyl)pyridines via Organozinc Intermediates》 about this compound( cas:31181-89-2 ) in Organic Letters. Keywords: nickel catalyzed hydrogenolysis conjugate addition hydroxymethylpyridine organozinc intermediate; conjugate addition alpha beta unsaturated ester. We’ll tell you more about this compound (cas:31181-89-2).
2-Hydroxymethylpyridines undergo nickel-catalyzed hydrogenolysis upon activation with a chlorophosphate. Reactions employ diethylzinc and are proposed to proceed through secondary benzylzinc reagents. Quenching with deuteromethanol provides straightforward incorporation of a deuterium label in the benzylic position. Intramol. conjugate additions with α,β-unsaturated esters are also demonstrated and support the intermediacy of a benzylzinc complex.
In addition to the literature in the link below, there is a lot of literature about this compound(5-Chloropicolinaldehyde)Computed Properties of C6H4ClNO, illustrating the importance and wide applicability of this compound(31181-89-2).
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