Issue 68, 2020, Issue in Progress

Stereocontrolled addition of Grignard reagents to oxa-bridged benzazepines: highly efficient synthesis of functionalized benzazepine scaffolds

Abstract

An efficient and highly diastereoselective synthesis of 2-substituted benzo[b]azepin-5-ol via stereocontrolled addition of Grignard reagents to oxa-bridged benzazepines has been developed. The reaction proceeds efficiently starting from versatile skeletons with mild reaction conditions as well as simple operation. Furthermore, 2-substituted benzazepinones could been obtained by simple Dess–Martin oxidation in excellent yields.

Graphical abstract: Stereocontrolled addition of Grignard reagents to oxa-bridged benzazepines: highly efficient synthesis of functionalized benzazepine scaffolds

Supplementary files

Article information

Article type
Paper
Submitted
14 Oct 2020
Accepted
10 Nov 2020
First published
17 Nov 2020
This article is Open Access
Creative Commons BY license

RSC Adv., 2020,10, 41802-41806

Stereocontrolled addition of Grignard reagents to oxa-bridged benzazepines: highly efficient synthesis of functionalized benzazepine scaffolds

Y. Zhang, Q. Bao, N. Zhang, S. Wang and X. Yu, RSC Adv., 2020, 10, 41802 DOI: 10.1039/D0RA08758K

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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