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Catalytic C–H Arylation of Aliphatic Aldehydes Enabled by a Transient Ligand

Author:
Yang, Ke, Li, Qun, Liu, Yongbing, Li, Guigen, Ge, Haibo
Source:
Journal of the American Chemical Society 2016 v.138 no.39 pp. 12775-12778
ISSN:
1520-5126
Subject:
acids, aldehydes, chemical bonding, ligands, methodology
Abstract:
The direct arylation of aliphatic aldehydes has been established via Pd-catalyzed sp³ C–H bond functionalization in the presence of 3-aminopropanoic acids as transient directing groups. The reaction showed excellent functional group compatibility and chemoselectivity in which a predominant preference for functionalizing unactivated β-C–H bonds of methyl groups over others was achieved. In addition, C–H bonds of unactivated secondary sp³ carbons can also be functionalized. The extreme popularity and importance of aliphatic aldehydes would result in broad applications of this novel method in organic chemistry and medicinal sciences.
Agid:
5560560