Issue 24, 2017
From the journal:

Chemical Communications

Tandem 1,6-addition/cyclization/vinylcyclopropane rearrangement at low temperature under metal-free conditions: an approach to spiro[4.5]cyclohexadienones†

Zhenbo Yuan,‡a   Kuo Gai,‡a   Youzhi Wu,a   Jie Wu,a   Aijun Lina  and  Hequan Yao ORCID logo *a  

* Corresponding authors

a State Key Laboratory of Natural Medicines (SKLNM) and Department of Medicinal Chemistry, China Pharmaceutical University, 24 Tong Jia Xiang, Nanjing, P. R. China
E-mail: hyao@cpu.edu.cn, cpuhyao@126.com

Abstract

A tandem 1,6-addition/cyclization/vinylcyclopropane rearrangement reaction (VCPR) of vinylogous para-quinone methides at low temperature under metal-free conditions has been disclosed for the first time. This method provides an efficient strategy for the construction of a range of spiro[4.5]cyclohexadienones in good yield, exhibiting good functional group tolerance as well as gram-scale capacity.

Graphical abstract: Tandem 1,6-addition/cyclization/vinylcyclopropane rearrangement at low temperature under metal-free conditions: an approach to spiro[4.5]cyclohexadienones

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Article information

DOI
https://doi.org/10.1039/C7CC00677B
Article type
Communication
Submitted
24 Jan 2017
Accepted
21 Feb 2017
First published
21 Feb 2017

Chem. Commun., 2017,53, 3485-3488

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Tandem 1,6-addition/cyclization/vinylcyclopropane rearrangement at low temperature under metal-free conditions: an approach to spiro[4.5]cyclohexadienones

Z. Yuan, K. Gai, Y. Wu, J. Wu, A. Lin and H. Yao, Chem. Commun., 2017, 53, 3485 DOI: 10.1039/C7CC00677B

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