Csp2-N Bond Formation via Ligand-Free Pd-Catalyzed Oxidative Coupling Reaction of N-Tosylhydrazones and Indole Derivatives

被引：42

作者：

Roche, Maxime ^{[1
]}

Frison, Gilles ^{[2
,3
]}

Brion, Jean-Daniel ^{[1
]}

Provot, Olivier ^{[1
]}

Hamze, Abdallah ^{[1
]}

Alami, Mouad ^{[1
]}

机构：

[1] Univ Paris 11, CNRS, BioCIS, LabEx LERMIT,Lab Chim Therapeut,Fac Pharm,UMR 807, F-92296 Chatenay Malabry, France

[2] Ecole Polytech, Dept Chem, Lab Mecanismes React, F-91128 Palaiseau, France

[3] CNRS, F-91128 Palaiseau, France

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 78卷 / 17期

关键词：

MAIN-GROUP THERMOCHEMISTRY; HYDROAMINATION; REAGENTS; AZOLES; FUNCTIONALIZATION; HYDRAZONES; VINYLATION; ALCOHOLS; KINETICS; ALKENES;

D O I：

10.1021/jo401217x

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In a fresh approach to the synthesis of N-vinylazoles, a ligand-free palladium catalytic system was found to promote the Csp(2)-N bond-forming reaction utilizing N-tosylhydrazones and N-H azoles. This process shows functional group tolerance; di-, tri-, and tetrasubstituted N-vinylazoles were obtained in high yields. Under the optimized conditions, the reaction proceeds with high stereoselectivity depending on the nature of the coupling partners.

引用

页码：8485 / 8495

页数：11

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