Synthesis 2019; 51(04): 889-898
DOI: 10.1055/s-0037-1610668
paper
© Georg Thieme Verlag Stuttgart · New York

Metal-Free Blue-Light-Mediated Cyclopropanation of Indoles by Aryl(diazo)acetates

Xing Zhang
,
Cong Du
,
He Zhang
,
Xiao-Cai Li
,
Yun-Long Wang
,
,
Mao-Ping Song*
This work was supported by the National Natural Science Foundation of China (Nos. 21772179, 21502173, 21672192) and the Outstanding Young Talent Research Fund of Zhengzhou University (No. 1521316002).
Further Information

Publication History

Received: 12 September 2018

Accepted after revision: 10 October 2018

Publication Date:
20 November 2018 (online)


Abstract

Blue-light-mediated cyclopropanation of indoles with aryl(diazo)acetates has been developed. The salient features of this strategy are that it is metal-free, operationally simple and atom-efficient, and that it uses an environmentally friendly energy source. In this protocol, blue light was employed as the sole energy source for the transformation. A variety of cyclopropane-fused indoline compounds was obtained in moderate to excellent yields and high diastereoselectivities under mild conditions.

Supporting Information

 
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