An Efficient Palladium-Catalyzed N-Alkylation of Amines Using Primary and Secondary Alcohols

被引：139

作者：

Tuan Thanh Dang ^{[1
]}

Ramalingam, Balamurugan ^{[1
]}

Shan, Siah Pei ^{[1
]}

Seayad, Abdul Majeed ^{[1
]}

机构：

[1] Inst Chem & Engn Sci, Singapore 138665, Singapore

来源：

ACS CATALYSIS | 2013年 / 3卷 / 11期

关键词：

alkylation; alcohol activation; hydrogen borrowing; palladium catalyst; amine synthesis; ASTERISK-IR COMPLEX; TRANSFER HYDROGENATION; COUPLING REACTIONS; DEHYDRATIVE ALKYLATION; SELECTIVE ALKYLATION; HETEROCYCLIC CARBENE; RECYCLABLE CATALYST; REDUCTIVE AMINATION; HIGHLY EFFICIENT; IRIDIUM COMPLEX;

D O I：

10.1021/cs400799n

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

PdCl2 in the presence of dppe or Xantphos(t-Bu) as the ligand is found to be an efficient catalyst for the N-alkylation of various primary and cyclic secondary amines using primary alcohols at 90-130 degrees C under neat conditions. Interestingly, good to excellent yields were achieved when more challenging secondary alcohols were used as alkylating agents at 130-150 degrees C. The reaction could be easily scaled up, as demonstrated for a 10 mmol scale achieving yields up to 90% with a TON of 900.

引用

页码：2536 / 2540

页数：5

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