Issue 4, 2019
From the journal:

Organic Chemistry Frontiers

Gold-catalyzed generation of azafulvenium from an enyne sulfonamide: rapid access to fully substituted pyrroles†

Feng Wu,a   Lianfen Chen, ORCID logo *a   Yongdong Wang ORCID logo b  and  Shifa Zhu ORCID logo *a  

* Corresponding authors

a Key Laboratory of Functional Molecular Engineering of Guangdong Province, Guangdong Engineering Research Center for Green Fine Chemicals, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, P. R. China
E-mail: chenlf@scut.edu.cn, zhusf@scut.edu.cn

b Singfar Laboratories, Guangzhou 510670, China

Abstract

An effective gold-catalyzed protocol for the synthesis of fully substituted pyrroles from enyne sulfonamides has been developed. The reaction was designed to interrupt the traditional 1,3-H shift aromatization process through the oxidation of 3-methylene dihydropyrrole and the generation of the key intermediate azafulvenium.

Graphical abstract: Gold-catalyzed generation of azafulvenium from an enyne sulfonamide: rapid access to fully substituted pyrroles

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Article information

DOI
https://doi.org/10.1039/C8QO01278D
Article type
Research Article
Submitted
26 Nov 2018
Accepted
02 Jan 2019
First published
03 Jan 2019

Org. Chem. Front., 2019,6, 480-485

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Gold-catalyzed generation of azafulvenium from an enyne sulfonamide: rapid access to fully substituted pyrroles

F. Wu, L. Chen, Y. Wang and S. Zhu, Org. Chem. Front., 2019, 6, 480 DOI: 10.1039/C8QO01278D

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