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Regio- and Diastereoselective Aminopyridylation of Bicyclo[1.1.0]butanes with <i>N</i> -Aminopyridinium Ylides Enabled by Photoredox Catalysis

Pengfei Chen, Meiling Chen, Zhexuan Lei, Yu-Meng Pang, Jie Wu, Hong‐Ping Deng

2025Precision Chemistry11 citationsDOIOpen Access PDF

Abstract

High Resolution Image Download MS PowerPoint Slide Visible-light-mediated functionalization of bicyclo[1.1.0]butanes (BCBs) has been proven to be an efficient way to obtain diverse cyclobutane derivatives. However, achieving diastereoselective control in this field remains challenging. Herein, we reported a mild photoredox-catalyzed aminopyridylation of BCBs with N -aminopyridinium ylides, delivering the cyclobutylamine derivatives with excellent regio- and diastereoselectivities. This protocol demonstrated excellent compatibility with a wide range of BCBs and N -aminopyridinium ylides, and the value of this approach was highlighted by its application in the preparation of high-value, structurally complex cyclobutane derivatives.

Topics & Concepts

Bicyclic moleculeCatalysisMedicinal chemistryChemistryOrganic chemistryRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsFluorine in Organic Chemistry