Palladium(II)-Catalyzed Direct Alkoxylation of Arenes: Evidence for Solvent-Assisted Concerted Metalation Deprotonation

被引：66

作者：

Anand, Megha ^{[1
]}

Sunoj, Raghavan B. ^{[1
]}

机构：

[1] Indian Inst Technol, Dept Chem, Bombay 400076, Maharashtra, India

来源：

ORGANIC LETTERS | 2011年 / 13卷 / 18期

关键词：

REDUCTIVE ELIMINATION; DIRECT ARYLATION; BOND; MECHANISM; SP(2); FUNCTIONALIZATION; ACTIVATION; OXIDATION; OXYGEN; WATER;

D O I：

10.1021/ol201830r

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Density functional theory investigations on the mechanism of palladium acetate catalyzed direct alkoxylation of N-methoxybenzamide in methanol reveal that the key steps involve solvent-assisted N-H as well as C-H bond activations. The transition state for the critical palladium-carbon bond formation through a concerted metalation deprotonation (CMD) process leading to a palladacycle intermediate has been found to be more stable in the methanol-assisted pathway as compared to an unassisted route.

引用

页码：4802 / 4805

页数：4

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