Issue 75, 2020
From the journal:

Chemical Communications

Copper-catalyzed carbene insertion and ester migration for the synthesis of polysubstituted pyrroles†

Mingrui Li, ORCID logo a   Yiming Sun, ORCID logo a   Yuxing Xie, ORCID logo b   Yang Yu, ORCID logo c   Fei Huang ORCID logo *ab  and  He Huang*ab  

* Corresponding authors

a School of Pharmaceutical Sciences, Nanjing Tech University, Nanjing 211816, P. R. China
E-mail: huangfei0208@yeah.net, huangh@njtech.edu.cn

b School of Food Science and Pharmaceutical Engineering, Nanjing Normal University, Nanjing 210023, P. R. China

c School of Environmental Science and Engineering, Nanjing Tech University, Nanjing 211816, P. R. China

Abstract

Copper-catalyzed carbene insertion/ester migration/cyclization of enaminones and α-diazo compounds occurred efficiently to afford 2-ester polysubstituted pyrroles under mild conditions in moderate-to-good yields. Substituent functionality was well tolerated and 13C-labelled experiments demonstrated 1,2-ester migration during the reaction.

Graphical abstract: Copper-catalyzed carbene insertion and ester migration for the synthesis of polysubstituted pyrroles

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Article information

DOI
https://doi.org/10.1039/D0CC04157B
Article type
Communication
Submitted
15 Jun 2020
Accepted
04 Aug 2020
First published
05 Aug 2020

Chem. Commun., 2020,56, 11050-11053

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Copper-catalyzed carbene insertion and ester migration for the synthesis of polysubstituted pyrroles

M. Li, Y. Sun, Y. Xie, Y. Yu, F. Huang and H. Huang, Chem. Commun., 2020, 56, 11050 DOI: 10.1039/D0CC04157B

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