Issue 36, 2016
From the journal:

Organic & Biomolecular Chemistry

Efficient synthesis of pyrrolo[1,2-a]quinoxalines catalyzed by a Brønsted acid through cleavage of C–C bonds†

Caixia Xie,a   Lei Feng,a   Wanli Li,a   Xiaojun Ma,a   Xinkun Ma,a   Yihan Liua  and  Chen Ma*ab  

* Corresponding authors

a School of Chemistry and Chemical Engineering, Shandong University, Jinan, P R China

b State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, P. R. China
E-mail: chenma@sdu.edu.cn

Abstract

An efficient and convenient one-pot domino reaction for the direct synthesis of pyrrolo[1,2-a]quinoxalines has been developed. This approach utilizes an imine formation reaction, SEAr reaction and cleavage of C–C bonds catalyzed by a Brønsted acid. β-Diketones and β-keto esters are both well tolerated to give the corresponding products in moderate to excellent yields.

Graphical abstract: Efficient synthesis of pyrrolo[1,2-a]quinoxalines catalyzed by a Brønsted acid through cleavage of C–C bonds

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Article information

DOI
https://doi.org/10.1039/C6OB01401A
Article type
Paper
Submitted
29 Jun 2016
Accepted
10 Aug 2016
First published
10 Aug 2016

Org. Biomol. Chem., 2016,14, 8529-8535

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Efficient synthesis of pyrrolo[1,2-a]quinoxalines catalyzed by a Brønsted acid through cleavage of C–C bonds

C. Xie, L. Feng, W. Li, X. Ma, X. Ma, Y. Liu and C. Ma, Org. Biomol. Chem., 2016, 14, 8529 DOI: 10.1039/C6OB01401A

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