C(sp3)-H Activation Enabled by (η3-Indolylmethyl)palladium Complexes: Synthesis of Monosubstituted Tetrahydrocarbazoles

被引：3

作者：

Kumar, Ketan ^{[1
]}

Vivekanand, T. ^{[1
]}

Singh, Bara ^{[1
]}

Ramasastry, S. S. V. ^{[1
]}

机构：

[1] Indian Inst Sci Educ & Res IISER Mohali, Sector 81, Dept Chem Sci, Organ Synth & Catalysis Lab, Manauli Po 140306, Punjab, India

来源：

SYNTHESIS-STUTTGART | 2022年 / 54卷 / 04期

关键词：

C-H functionalization; tetrahydrocarbazoles; 4+2] cycloaddition; annulation; C-C bond formation; DIELS-ALDER REACTION; ASYMMETRIC-SYNTHESIS; ALLYLIC ALKYLATION; GENERATION; INDOLE-2,3-QUINODIMETHANES; CYCLIZATION; INDOLES; ROUTE;

D O I：

10.1055/a-1516-7960

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of monosubstituted tetrahydrocarbazoles is achieved via the palladium-catalyzed formal [4+2] cycloaddition of 2-alkyl-3-indolylmethyl carbonates and monosubstituted olefins. The transformation demonstrates an unusual C(sp(3))-H activation enabled by (eta(3)-indolylmethyl)palladium complexes. The regioselectivity is found to be dependent on the nature of the substituent across the olefin component. Elaborate mechanistic studies are performed, and the synthetic utility of the products is also demonstrated.

引用

页码：943 / 952

页数：10

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