Issue 10, 2016
From the journal:

Organic Chemistry Frontiers

An isocyanide insertion approach to substituted pyrrolo[2,3-b]quinolines under metal-free and azide-free conditions†

Cheng-Guo Liu,a   Zheng-Yang Gu,a   Hui-Wen Bai,a   Shun-Yi Wang*a  and  Shun-Jun Ji*a  

* Corresponding authors

a Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science & Collaborative Innovation Center of Suzhou Nano Science and Technology, Soochow University, Suzhou, P. R. China
E-mail: shunyi@suda.edu.cn, shunjun@suda.edu.cn
Fax: +86-512-65880307
Tel: +86-512-65880307

Abstract

A new strategy for the catalytic synthesis of the pyrrolo[2,3-b]quinoline skeleton by the reaction of isocyanides with (cyclopropylidene(aryl)methyl)aniline (amino-MCPs) is presented, taking advantage of I2/CHP mediated carbodiimide intermediate generation. This reaction involves three C–N bonds and one C–C bond generation under metal-free and azide-free conditions.

Graphical abstract: An isocyanide insertion approach to substituted pyrrolo[2,3-b]quinolines under metal-free and azide-free conditions

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Article information

DOI
https://doi.org/10.1039/C6QO00373G
Article type
Research Article
Submitted
20 Jul 2016
Accepted
07 Aug 2016
First published
08 Aug 2016

Org. Chem. Front., 2016,3, 1299-1303

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An isocyanide insertion approach to substituted pyrrolo[2,3-b]quinolines under metal-free and azide-free conditions

C. Liu, Z. Gu, H. Bai, S. Wang and S. Ji, Org. Chem. Front., 2016, 3, 1299 DOI: 10.1039/C6QO00373G

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