DBU-promoted cyclization of vinyl isocyanides with ethers via the functionalization of a C(sp3)–H bond for the synthesis of isoquinolines

Ping Qian; Bingnan Du; Jie Zhou; Haibo Mei; Jianlin Han; Yi Pan

doi:10.1039/C5RA11530B

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DBU-promoted cyclization of vinyl isocyanides with ethers via the functionalization of a C(sp³)–H bond for the synthesis of isoquinolines†

Ping Qian,^a Bingnan Du,^a Jie Zhou,^a Haibo Mei,^a Jianlin Han*^a and Yi Pan*^ab

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* Corresponding authors

^a School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, China
E-mail: hanjl@nju.edu.cn
Fax: +86-25-83686133
Tel: +86-25-83686133

^b State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing, China
E-mail: yipan@nju.edu.cn
Fax: +86-25-83592846
Tel: +86-25-83592846

Abstract

A DBU-promoted cascade functionalization of a C(sp³)–H bond adjacent to oxygen and a radical cyclization reaction of vinyl isocyanides were developed. The reaction was carried out without the use of any metal catalysts or photoredox catalysis, which provides easy access to multi-functionalized isoquinolines.

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Article information

DOI: https://doi.org/10.1039/C5RA11530B
Article type: Communication
Submitted: 16 Jun 2015
Accepted: 13 Jul 2015
First published: 13 Jul 2015

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RSC Adv., 2015,5, 64961-64965

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DBU-promoted cyclization of vinyl isocyanides with ethers via the functionalization of a C(sp³)–H bond for the synthesis of isoquinolines

P. Qian, B. Du, J. Zhou, H. Mei, J. Han and Y. Pan, RSC Adv., 2015, 5, 64961 DOI: 10.1039/C5RA11530B

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