Catalytic site-specific and regioselective (3+2) transannulations between 1,2,3-thiadiazoles and allenoates

被引：10

作者：

Chen, Cunzhi ^{[1
]}

Fang, Shuyan ^{[1
]}

Yu, Mingwu ^{[2
]}

Xu, Jiaxi ^{[1
]}

Yang, Zhanhui ^{[1
]}

机构：

[1] Beijing Univ Chem Technol, Coll Chem, Dept Organ Chem, Beijing 100029, Peoples R China

[2] Ludong Univ, Sch Chem & Mat Sci, Yantai 264025, Shandong, Peoples R China

来源：

ORGANIC CHEMISTRY FRONTIERS | 2023年 / 10卷 / 03期

基金：

中国国家自然科学基金;

关键词：

ALKENES; ALLENES;

D O I：

10.1039/d2qo01662a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Allenoates, a type of perpendicularly "strained" surrogate of alkynes, readily transannulate, site-specifically and regio-selectively, with 1,2,3-thiadiazoles in the presence of catalytic Rh(i)/bisphosphine, producing tetrasubstituted thiophenes in a redox-neutral manner. 1,2,3-Thiadiazoles act as masked 1,3-dipoles with nucleophilic sulfur and electrophilic carbon termini.

引用

页码：661 / 667

页数：7

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