I2/CHP mediated [1 + 1 + 1 + 1] cyclization of aromatic isocyanides with amines to construct 1,3-diazetidine-2,4-diimine derivatives

Hai-Feng Liu; Tong-Hao Zhu; Pei Xu; Shun-Yi Wang; Shun-Jun Ji

doi:10.1039/C7OB02255G

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I₂/CHP mediated [1 + 1 + 1 + 1] cyclization of aromatic isocyanides with amines to construct 1,3-diazetidine-2,4-diimine derivatives†

Hai-Feng Liu,^ab Tong-Hao Zhu,^a Pei Xu,^a Shun-Yi Wang

*^a and Shun-Jun Ji

*^a

Author affiliations

* 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

^b WISPO Advanced Materials (SuZhou) Co., Ltd., Room D-904, No. 338 Ruoshui Street, Suzhou Industrial Park, Suzhou, People's Republic of China
E-mail: shunyi@suda.edu.cn, shunjun@suda.edu.cn
Fax: +86-512-65880307
Tel: +86-512-65880307

Abstract

An I₂/CHP (cumene hydroperoxide) mediated [1 + 1 + 1 + 1] cyclization of aromatic isocyanides with readily accessible amines via the formation 4 new C–N bonds has been developed to construct unsymmetric 1,3-diazetidine-2,4-diimine derivatives under mild conditions.

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Article information

DOI: https://doi.org/10.1039/C7OB02255G
Article type: Paper
Submitted: 08 Sep 2017
Accepted: 30 Sep 2017
First published: 03 Oct 2017

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Org. Biomol. Chem., 2017,15, 8738-8742

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I₂/CHP mediated [1 + 1 + 1 + 1] cyclization of aromatic isocyanides with amines to construct 1,3-diazetidine-2,4-diimine derivatives

H. Liu, T. Zhu, P. Xu, S. Wang and S. Ji, Org. Biomol. Chem., 2017, 15, 8738 DOI: 10.1039/C7OB02255G

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Organic & Biomolecular Chemistry