Intramolecular Pd(II)-catalyzed oxidative biaryl synthesis under air:: Reaction development and scope

被引：377

作者：

Liegault, Benoit ^{[1
]}

Lee, Doris ^{[1
]}

Huestis, Malcolm P. ^{[1
]}

Stuart, David R. ^{[1
]}

Fagnou, Keith ^{[1
]}

机构：

[1] Univ Ottawa, Ctr Catalysis Res & Innovat, Dept Chem, Ottawa, ON K1N 6J7, Canada

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 73卷 / 13期

关键词：

D O I：

10.1021/jo800596m

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

New reaction conditions for intramolecular palladium(II)-catalyzed oxidative carbon-carbon bond formation under air are described. The use of pivalic acid as the reaction solvent, instead of acetic acid, results in greater reproducibility, higher yields, and broader scope. This includes the use of electron-rich diarylamines as illustrated in the synthesis of three naturally occurring carbazole products: Murrayafoline A, Mukonine, and Clausenine. A variety of side products have also been isolated, casting light on competing reaction pathways and revealing new reactivity with palladium(II) catalysis.

引用

页码：5022 / 5028

页数：7

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