One step synthesis of benzoxazepine derivatives via a PPh3 catalyzed aza-MBH domino reaction between salicyl N-tosylimines and allenoates

Hongxia Zhao; Xiangtai Meng; You Huang

doi:10.1039/C3CC46379F

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One step synthesis of benzoxazepine derivatives via a PPh₃ catalyzed aza-MBH domino reaction between salicyl N-tosylimines and allenoates†

Hongxia Zhao,^a Xiangtai Meng^ab and You Huang*^a

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* Corresponding authors

^a State Key Laboratory and Institute of Elemento-organic Chemistry, Nankai University, Tanjin 300071, China
E-mail: hyou@nankai.edu.cn
Fax: +86-22-23503159
Tel: +86-22-23503159

^b Department of Applied Chemistry, Tianjin University of Technology, Tianjin 300384, PR China

Abstract

PPh₃-Catalyzed aza-MBH domino reaction of salicyl N-tosylimines with γ-CH₃ substituted allenoates is reported. Readily available imines and allenoates are converted to benzoxazepine derivatives in one step. Wherein, functionalization of C–H bonds of γ-substituted allenoate has been developed in this domino process.

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Article information

DOI: https://doi.org/10.1039/C3CC46379F
Article type: Communication
Submitted: 20 Aug 2013
Accepted: 20 Sep 2013
First published: 23 Sep 2013

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Chem. Commun., 2013,49, 10513-10515

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One step synthesis of benzoxazepine derivatives via a PPh₃ catalyzed aza-MBH domino reaction between salicyl N-tosylimines and allenoates

H. Zhao, X. Meng and Y. Huang, Chem. Commun., 2013, 49, 10513 DOI: 10.1039/C3CC46379F

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Chemical Communications