Rh(III)-Catalyzed [3+2] Annulation and C-H Alkenylation of Indoles with 1,3-Diynes by C-H Activation

被引：22

作者：

Kumar, Sanjeev ^{[1
]}

Nunewar, Saiprasad ^{[1
]}

Usama, Khan Mohammad ^{[1
]}

Kanchupalli, Vinaykumar ^{[1
]}

机构：

[1] Natl Inst Pharmaceut Educ & Res NIPER, Dept Chem Sci, Hyderabad 500037, Telangana, India

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2021年 / 2021卷 / 15期

关键词：

3+2] annulation; C2-alkenylations; C-H functionalization; Heterocycles; Rh(III) catalyst; RHODIUM-CATALYZED ANNULATION; BOND FORMATION; TETRASUBSTITUTED ALKENES; SELECTIVE ALKENYLATION; DIVERGENT SYNTHESIS; CARBOXYLIC-ACIDS; DIRECTING GROUP; BENZOIC-ACIDS; ALKYNES; RH;

D O I：

10.1002/ejoc.202100212

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Described herein is the Rh(III)- catalyzed [3+2] annulations and C2-alkenylations of indoles with 1,3-diynes, which deliver the synthetically important 3H-pyrrolo[1,2-a]indol-3-ones and highly functionalized tetrasubstituted olefin derivatives. Importantly, in this methodology, the additive controlled selective formation of desired scaffolds. This synthetic strategy exhibits high efficiency and broad functional group compatibility. Furthermore, this protocol has been successfully extended to the synthesis of bis-annulated and trisubstituted alkenes. The method is also smoothly applied for the synthesis of the core structure of protein kinase C inhibitor and melatonin analogues.

引用

页码：2223 / 2229

页数：7

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