Boron-Catalyzed N-Alkylation of Arylamines and Arylamides with Benzylic Alcohols

被引：25

作者：

Guru, Murali Mohan ^{[1
]}

Thorve, Pradip Ramdas ^{[1
]}

Maji, Biplab ^{[1
]}

机构：

[1] Indian Inst Sci Educ & Res Kolkata, Dept Chem Sci, Mohanpur 741246, India

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 85卷 / 02期

关键词：

REDUCTIVE AMINATION; NUCLEOPHILIC-SUBSTITUTION; TRANSFER HYDROGENATION; ALLYLIC ALCOHOLS; AMINES; SULFONAMIDES; ACID; HYDROAMINATION; ALDEHYDES; KETONES;

D O I：

10.1021/acs.joc.9b02816

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A sustainable boron-based catalytic approach for chemoselective N-alkylation of primary and secondary aromatic amines and amides with primary, secondary, and tertiary benzylic alcohols has been presented. The metal-free protocol operates at low catalyst loading, tolerates several functional groups, and generates H2O as the sole byproduct. Preliminary mechanistic studies were performed to demonstrate the crucial role of boron catalyst for the activation of the intermediate dibenzyl ether and to identify the rate-determining step.

引用

收藏

页码：806 / 819

页数：14

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