Synthesis of Bicyclo[1.1.0]butanes from Bicyclo[1.1.1]pentanes

02 May 2023, Version 1

Abstract

We describe a two step process for the synthesis of substituted bicyclo[1.1.0]butanes. A photo-Hunsdiecker reaction generates iodo-bicyclo[1.1.1]pentanes under metal-free conditions at room temperature. These intermediates react with amine and thiol nucleophiles to afford substituted bicyclo[1.1.0]butane products.

Keywords

Bicyclo[1.1.1]pentanes
BCP
Bicyclo[1.1.0]butanes
BCB
Phenyl bioisosteres
Photo-Hunsdiecker
Skeletal Editing

Supplementary materials

Title
Description
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Title
Electronic Supplementary Information
Description
General procedures, NMR data, X-ray crystallographic data.
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