Enantioselective Alkynylation of Pyrazole-4,5-diones with Terminal Alkynes Catalyzed by Copper/PyBisulidine

被引：3

作者：

Chai, Yu ^{[1
]}

Chen, Peng ^{[1
]}

Wu, Ruoran ^{[1
]}

Zhou, Junyu ^{[1
]}

Ou, Jianhua ^{[1
]}

Min, Yan ^{[1
]}

Wang, Haoting ^{[1
]}

Zhang, Dong ^{[1
]}

Zhou, Hui ^{[1
]}

Liu, Yan ^{[1
]}

Zhou, Jing ^{[1
]}

机构：

[1] Chongqing Med Univ, Chongqing Res Ctr Pharmaceut Engn, Coll Pharm, Chongqing 400016, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 88卷 / 19期

基金：

中国国家自然科学基金;

关键词：

TERTIARY ALCOHOLS; NATURAL-PRODUCTS; DERIVATIVES; PYRAZOLONES; ANNULATION;

D O I：

10.1021/acs.joc.3c01338

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A copper/PyBisulidine-catalyzed enantioselective alkynylation of electrophilic pyrazole-4,5-dione with terminal alkynes has been developed. Chiral tertiary propargylic alcohols bearing the pyrazolone motif were prepared with yields (up to 99%) and enantioselectivities (up to 99% ee). The prominent feature of this protocol includes its mild reaction conditions and good stereoselectivities. The nonlinear effect study showed that the catalytically active specie was a monomeric catalyst and that the excess copper activated the alkynes through the p-system.

引用

页码：13645 / 13654

页数：10

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