Ynamide-Mediated Ketone Synthesis

Organic Letters 2026

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Authors: Yibo Zhang, Jinfang Lv, Chunyu Han, Silin Xu, Zhihong Xu, Jie Yang, X M Wang, Fengling Yang, J S Chen, Junfeng Zhao
DOI: 10.1021/acs.orglett.6c01482
Cited by: 4
References: 49

Abstract

A ynamide-mediated ketone synthesis from readily available carboxylic acids and Grignard reagents is described. It takes advantage of a nucleophilic attack reaction of C-nucleophile to α-acyloxyenamides to facilitate an efficient C-C bond formation under mild conditions. Direct use of carboxylic acids and the one-pot strategy enhance the practicality and generality of the strategy by obviating the need for purification of intermediates. Notably, N-protected α-amino acids and peptidyl acids are compatible with this protocol, allowing direct access to their corresponding ketones with retention of stereochemical integrity. It provides a practical and efficient approach for peptidyl ketones, where precise chiral fidelity is crucial for biological activity.

Fields of Study & Subjects

Catalytic Alkyne Reactions Catalytic Cross-Coupling Reactions Synthesis and Characterization of Pyrroles

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
21
Pages
6655–6659
Publication date
12 May 2026
Language
EN