Strain-Promoted 1,3-Dithiolium-4-olates-Alkyne Cycloaddition

被引：20

作者：

Kumar, Ramar Arun ^{[1
,3
]}

Pattanayak, Manas R. ^{[1
]}

Yen-Pon, Expedite ^{[1
]}

Eliyan, Jijy ^{[1
]}

Porte, Karine ^{[1
]}

Bernard, Sabrina ^{[1
]}

Riomet, Margaux ^{[1
]}

Thuery, Pierre ^{[2
]}

Audisio, Davide ^{[1
]}

Taran, Frederic ^{[1
]}

机构：

[1] Univ Paris Saclay, CEA, DRF, SCBM,JOLIOT, F-91191 Gif Sur Yvette, France

[2] Univ Paris Saclay, CNRS, CEA, NIMBE, F-91191 Gif Sur Yvette, France

[3] SRM Inst Sci & Technol, Dept Chem, SRM Res Inst, Chennai 603203, Tamil Nadu, India

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2019年 / 58卷 / 41期

关键词：

click chemistry; cycloaddition; strained molecules; synthetic methods; thiophenes; MESOIONIC 1,3-DITHIOLONES; TETRAZINE PROBES; DONORS; CLICK; IMINOSYDNONES; HETEROCYCLES; DERIVATIVES; SYDNONE; BENZYNE; ACCESS;

D O I：

10.1002/anie.201908052

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Reported here is the reactivity of mesoionic 1,3-dithiolium-4-olates towards strained alkynes, leading to thiophene cycloaddition products. In the process, the potential of these dipoles towards orthogonal reaction with azides, allowing efficient double ligation reactions, was discovered. A versatile process to access benzo[c]thiophenes, in an unprecedented divergent fashion, was developed and provides a new entry to unconventional polyaromatic thiophenes.

引用

页码：14544 / 14548

页数：5

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