K2CO3 Promoted Spirocyclopropanation of Thiazole‐Derived Oxadienes via 1,4‐Addition‐Induced Dearomatization Reaction

Author:

Yang Kaichuan12ORCID,Jia Aiqiong1,Chen Jiaxin1,Tang Yiping1,Liu Shen1,Deng Junfeng1,Zou Kun1,Ren Jing2

Affiliation:

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

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

Abstract

AbstractA K2CO3 promoted spirocyclopropanation of thiazole‐derived oxadienes with bromomalonate via 1, 4‐addition‐induced dearomatization strategy has been developed. The pathway features a broad substrate scope, operational simplicity and high degree of synthetic efficiency to afford series of functionalized spiro‐cyclopropanation frameworks in 88 %–96 % yields, which enriches the research contents of thiazole‐derived oxadienes involved reactions. All products obtained herein contain two contiguous quaternary centers and their further synthetic applications are also demonstrated.

Publisher

Wiley

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