Cooperative Photoredox and Cobalt‐Catalyzed Acceptorless Dehydrogenative Functionalization of Cyclopropylamides towards Allylic N,O‐Acyl‐acetal Derivatives

Author:

Huang Haohao1,Luan Xinjun1,Zuo Zhijun1ORCID

Affiliation:

1. Key Laboratory of Synthetic and Natural Functional Molecule of the Ministry of Education College of Chemistry & Materials Science Northwest University Xi'an 710127 China

Abstract

AbstractWe disclose herein a novel photoredox and cobalt co‐catalyzed ring‐opening/acceptorless dehydrogenative functionalization of mono‐donor cyclopropanes. This sustainable and atom‐economic approach allows the rapid assembly of a wide range of allylic N,O‐acyl‐acetal derivatives. The starting materials are readily available and the reaction features mild conditions, broad substrate scope, and excellent functional group compatibility. The optimized conditions accommodate assorted cycloalkylamides and primary, secondary, and tertiary alcohols, with applications in late‐stage functionalization of pharmaceutically relevant compounds, stimulating further utility in medicinal chemistry. Moreover, selective nucleophilic substitutions with various carbon nucleophiles were achieved in a one‐pot fashion, offering a reliable avenue to access some cyclic and acyclic derivatives.

Funder

National Natural Science Foundation of China

Applied Basic Research Fund of Qingdao

Publisher

Wiley

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