Issue 64, 2015

A facile formal [2+1] cycloaddition of styrenes with alpha-bromocarbonyls catalyzed by copper: efficient synthesis of donor–acceptor cyclopropanes

Abstract

Reactions of 2-bromoesters and styrenes underwent a [2+1] cycloaddition reaction, i.e., cyclopropanation, to produce donor–acceptor (D–A) cyclopropanes through a radical addition-ring closure process. In this reaction, the combination of copper(II) complex and amines is found to be a good catalyst system to obtain cyclic compounds in high yields. This reaction provides an efficient protocol to synthesize D–A cyclopropanes, which are very important building blocks in organic synthesis.

Graphical abstract: A facile formal [2+1] cycloaddition of styrenes with alpha-bromocarbonyls catalyzed by copper: efficient synthesis of donor–acceptor cyclopropanes

Supplementary files

Article information

Article type
Communication
Submitted
08 Jun 2015
Accepted
25 Jun 2015
First published
02 Jul 2015

Chem. Commun., 2015,51, 12843-12846

Author version available

A facile formal [2+1] cycloaddition of styrenes with alpha-bromocarbonyls catalyzed by copper: efficient synthesis of donor–acceptor cyclopropanes

T. Nishikata, Y. Noda, R. Fujimoto and S. Ishikawa, Chem. Commun., 2015, 51, 12843 DOI: 10.1039/C5CC04697A

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