Issue 21, 2018
From the journal:

Organic Chemistry Frontiers

Base-promoted C–C bond cleavage for the synthesis of 2,3,4-trisubstituted pyrroles from N-propargyl β-enaminones†

Bailu Ge,a   Weiwei Lv,b   Jia Yu,a   Shangyun Xiaob  and  Guolin Cheng ORCID logo *b  

* Corresponding authors

a School of Biomedical Sciences, Huaqiao University, Xiamen 361021, China

b College of Materials Science & Engineering, Huaqiao University, Xiamen 361021, China
E-mail: glcheng@hqu.edu.cn

Abstract

A base-promoted selective cleavage of an unstrained C(CO)–C(sp2) bond of N-propargyl β-enaminones under transition metal- and oxidant-free conditions has been established. This method allows the formation of a new C(sp2)–C(sp2) bond for the synthesis of 2,3,4-trisubstituted pyrroles under mild reaction conditions with broad functional group tolerance.

Graphical abstract: Base-promoted C–C bond cleavage for the synthesis of 2,3,4-trisubstituted pyrroles from N-propargyl β-enaminones

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Article information

DOI
https://doi.org/10.1039/C8QO00801A
Article type
Research Article
Submitted
31 Jul 2018
Accepted
19 Sep 2018
First published
19 Sep 2018

Org. Chem. Front., 2018,5, 3103-3107

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Base-promoted C–C bond cleavage for the synthesis of 2,3,4-trisubstituted pyrroles from N-propargyl β-enaminones

B. Ge, W. Lv, J. Yu, S. Xiao and G. Cheng, Org. Chem. Front., 2018, 5, 3103 DOI: 10.1039/C8QO00801A

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