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

被引：1

作者：

Yang, Kaichuan ^{[1
,2
]}

Jia, Aiqiong ^{[1
]}

Chen, Jiaxin ^{[1
]}

Tang, Yiping ^{[1
]}

Liu, Shen ^{[1
]}

Deng, Junfeng ^{[1
]}

Zou, Kun ^{[1
]}

Ren, Jing ^{[2
]}

机构：

[1] Chengdu Univ, Sichuan Ind Inst Antibiot, Antibiot Res & Reevaluat Key Lab Sichuan Prov, Chengdu 610052, Peoples R China

[2] Chengdu Univ, Engn Res Ctr Pharmaceut & Equipments Sichuan Prov, Sch Pharm, Sichuan Ind Inst Antibiot, Chengdu 610052, Peoples R China

来源：

CHEMISTRYSELECT | 2024年 / 9卷 / 10期

关键词：

spirocyclopropanation; oxadienes; bromomalonate; 1; 4-addition; dearomatization; CATALYZED 2+4 ANNULATION; ENANTIOSELECTIVE SYNTHESIS; ASYMMETRIC-SYNTHESIS; ALKENYL THIAZOLONES; DERIVATIVES; ALDEHYDES; ACID; AZIRIDINATION; CYCLOPROPANES; CYCLOADDITION;

D O I：

10.1002/slct.202303859

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A 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.

引用

页数：5

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