One step synthesis of benzoxazepine derivatives via a PPh(3) catalyzed aza-MBH domino reaction between salicyl N-tosylimines and allenoates

Hongxia Zhao; Xiangtai Meng; You Huang

doi:10.1039/c3cc46379f

One step synthesis of benzoxazepine derivatives via a PPh(3) catalyzed aza-MBH domino reaction between salicyl N-tosylimines and allenoates

Chem Commun (Camb). 2013 Nov 18;49(89):10513-5. doi: 10.1039/c3cc46379f.

Authors

Hongxia Zhao¹, Xiangtai Meng, You Huang

Affiliation

¹ State Key Laboratory and Institute of Elemento-organic Chemistry, Nankai University, Tanjin 300071, China. hyou@nankai.edu.cn.

PMID: 24089025
DOI: 10.1039/c3cc46379f

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.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Aza Compounds / chemistry*
Catalysis
Cycloaddition Reaction
Imines / chemistry*
Oxazepines / chemical synthesis
Oxazepines / chemistry*
Phosphines / chemistry*

Substances

Aza Compounds
Imines
Oxazepines
Phosphines