Palladium-catalyzed synthesis of 2,3-disubstituted indoles via arylation of ortho-alkynylanilines with arylsiloxanes

被引：0

作者：

Hsia, Yang-Ting ^{[1
]}

Lu, Yu-Lin ^{[1
]}

Bai, Rekha ^{[1
]}

Badsara, Satpal Singh ^{[4
]}

Lee, Chin-Fa ^{[1
,2
,3
]}

机构：

[1] Natl Chung Hsing Univ, Dept Chem, Taichung 402, Taiwan

[2] Natl Chung Hsing Univ, I Ctr Adv Sci & Technol, Taichung 402, Taiwan

[3] Natl Chung Hsing Univ, Innovat & Dev Ctr Sustainable Agr, Taichung 402, Taiwan

[4] Univ Rajasthan, Dept Chem, MFOS Lab, Jaipur 302004, Rajasthan, India

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2023年 / 21卷 / 37期

关键词：

CROSS-COUPLING REACTIONS; SOLID-PHASE; O-ALKYNYLTRIFLUOROACETANILIDES; UNSYMMETRICAL BIARYLS; ARYL CHLORIDES; SILOXANE; FUNCTIONALIZATION; ALKYNES; DERIVATIVES; CYCLIZATION;

D O I：

10.1039/d3ob00961k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In this study, we report the electrophilic cyclization of N,N-dimethyl-o-alkynylanilines with arylsiloxanes in the presence of [Pd(OAc)(2)] and Ag2O catalytic system, which leads to the efficient synthesis of indoles, similar to the one that is obtained through Larock indole synthesis. A range of aryl(trimethoxy)silanes with EDGs and EWGs were successfully utilized for the synthesis of a diverse variety of substituted indoles via the cleavage of the C-Si bond. This protocol exhibits good functional group tolerance and wide substrate scope to provide 2,3-diaryl-N-methylindoles in 26-88% yields.

引用

页码：7602 / 7610

页数：9

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