Issue 3, 2015
From the journal:

Organic Chemistry Frontiers

NIS/CHP-mediated reaction of isocyanides with hydrazones: access to aminopyrazoles†

Tong-Hao Zhu,a   Tian-Qi Wei,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, Soochow University, Suzhou 215123, China
E-mail: shunyi@suda.edu.cn, shunjun@suda.edu.cn
Fax: +86-512-65880307
Tel: +86-512-65880307

Abstract

A NIS/CHP-mediated [4 + 1]-cycloaddition of isocyanides with 1,2-diaza-1,3-dienes generated in situ from hydrazones under metal-free conditions has been developed. This protocol provides a new, atom efficient and step efficient way to construct aminopyrazoles in good to excellent yields via formation of new C–C/C–N bonds, utilizing a catalytic amount of NIS in the presence of CHP.

Graphical abstract: NIS/CHP-mediated reaction of isocyanides with hydrazones: access to aminopyrazoles

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Article information

DOI
https://doi.org/10.1039/C4QO00289J
Article type
Research Article
Submitted
03 Nov 2014
Accepted
16 Jan 2015
First published
19 Jan 2015

Org. Chem. Front., 2015,2, 259-264

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NIS/CHP-mediated reaction of isocyanides with hydrazones: access to aminopyrazoles

T. Zhu, T. Wei, S. Wang and S. Ji, Org. Chem. Front., 2015, 2, 259 DOI: 10.1039/C4QO00289J

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