Issue 59, 2015
From the journal:

Chemical Communications

Catalytic chemoselective [3+3] cycloadditions of azomethine ylides with quinone monoimides leading to the construction of a dihydrobenzoxazine scaffold†

Cong-Shuai Wang,a   Ren-Yi Zhu,a   Yu-Chen Zhanga  and  Feng Shi*a  

* Corresponding authors

a Jiangsu Key Laboratory of Green Synthetic Chemistry for Functional Materials, School of Chemistry and Chemical Engineering, Jiangsu Normal University, Xuzhou, China
E-mail: fshi@jsnu.edu.cn
Tel: +86 516 83500065

Abstract

A chemoselective [3+3] cycloaddition of in situ generated azomethine ylides with quinone monoimides has been established, which efficiently led to the construction of dihydrobenzoxazine frameworks with biological relevance, with excellent chemoselectivities and high yields (up to >95 : 5 cr and 98% yield).

Graphical abstract: Catalytic chemoselective [3+3] cycloadditions of azomethine ylides with quinone monoimides leading to the construction of a dihydrobenzoxazine scaffold

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Article information

DOI
https://doi.org/10.1039/C5CC03341A
Article type
Communication
Submitted
22 Apr 2015
Accepted
10 Jun 2015
First published
10 Jun 2015

Chem. Commun., 2015,51, 11798-11801

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Catalytic chemoselective [3+3] cycloadditions of azomethine ylides with quinone monoimides leading to the construction of a dihydrobenzoxazine scaffold

C. Wang, R. Zhu, Y. Zhang and F. Shi, Chem. Commun., 2015, 51, 11798 DOI: 10.1039/C5CC03341A

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