Construction of 1,4‐Oxazepinones via a Cascade Aza‐Michael/SN2 Annulation of Trifluoromethyl Pyrazole‐Derived Oxadienes with a‐Bromohydroxamates-Reference-Cited by-同舟云学术

Construction of 1,4‐Oxazepinones via a Cascade Aza‐Michael/S_N2 Annulation of Trifluoromethyl Pyrazole‐Derived Oxadienes with a‐Bromohydroxamates

Published:2024-08-21 Issue: Volume: Page:
ISSN:2193-5807
Container-title:Asian Journal of Organic Chemistry
language:en
Short-container-title:Asian J Org Chem

Author:

Yang Kaichuan¹²^ORCID,Li Zhengwen¹,Wang Yuchi¹,Jia Aiqiong¹²,Zhang Xiao¹,Sun Wenxia¹,Li Qiang¹,Hu Yibing¹,Wang Ling¹,Ren Jing¹²

Affiliation:

1. Engineering Research Center for Pharmaceuticals and Equipments of Sichuan Province Sichuan Industrial Institute of Antibiotics School of Pharmacy Chengdu University Chengdu 610052 PR China

2. Antibiotics Research and Re-evaluation Key Laboratory of Sichuan Province Sichuan Industrial Institute of Antibiotics Chengdu University Chengdu 610052 PR China

Abstract

AbstractA highly efficient cascade aza‐MIRC (Michael Induced Ring Closure) reaction between trifluoromethylpyrazole (TFPZ)‐derived oxadienes and a‐bromohydroxamates has been developed for the construction of 1,4‐oxazepinone derivatives. The reaction proceeds smoothly under mild conditions via a cascade Aza‐Michael addition/intramolecular SN2 sequence, and features broad substrate scope, transition‐metal free, operational simplicity etc. The utility of the versatile protocol was also demonstrated by gram‐scale reaction and valuable synthetic transformations.

Publisher

Wiley

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