Organophotocatalysed Synthesis of 2-piperidinones in One Step Via [1 + 2 + 3] Strategy

Overview

Journal Nat Commun

Specialty Biology

Date 2023 Sep 2

PMID 37660185

Authors

Yi-Dan Du

Shan Wang

Hai-Wu Du

Xiao-Yong Chang

Xiao-Yi Chen

Yu-Long Li

Wei Shu

Affiliations

Soon will be listed here.

Abstract

Six-membered N-containing heterocycles, such as 2-piperidinone derivatives, with diverse substitution patterns are widespread in natural products, drug molecules and serve as key precursors for piperidines. Thus, the development of stereoselective synthesis of multi-substituted 2-piperidinones are attractive. However, existing methods heavily rely on modification of pre-synthesized backbones which require tedious multi-step procedure and suffer from limited substitution patterns. Herein, an organophotocatalysed [1 + 2 + 3] strategy was developed to enable the one-step access to diverse substituted 2-piperidinones from easily available inorganic ammonium salts, alkenes, and unsaturated carbonyl compounds. This mild protocol exhibits exclusive chemoselectivity over two alkenes, tolerating both terminal and internal alkenes with a wide range of functional groups.

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