Scalable synthesis of secondary and tertiary amines by heterogeneous Pt-Sn/γ-Al2O3 catalyzed N-alkylation of amines with alcohols

被引:24
作者
Wu, Kaikai [1 ]
He, Wei [1 ]
Sun, Chenglin [1 ]
Yu, Zhengkun [1 ]
机构
[1] Chinese Acad Sci, Dalian Inst Chem Phys, 457 Zhongshan Rd, Dalian 116023, Liaoning, Peoples R China
基金
中国国家自然科学基金;
关键词
Alcohols; Alkylation; Amines; Borrowing hydrogen; Pt-Sn/gamma-Al2O3; ONE-POT SYNTHESIS; BORROWING HYDROGEN; PT-SN/AL2O3; CATALYSTS; ALUMINA SUPPORT; C-N; AMINATION; EFFICIENT; AMMONIA; DEHYDROGENATION; ACTIVATION;
D O I
10.1016/j.tet.2016.11.029
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthesis of secondary and tertiary amines has been efficiently realized from the N-alkylation of amines with alcohols by means of heterogeneous bimetallic Pt-Sn/gamma-Al2O3 catalyst (0.5 wt % Pt, molar ratio Pt:Sn = 1:3) through a borrowing hydrogen strategy. The Pt-Sn/gamma-Al2O3 catalyst has exhibited very high catalytic activity towards a wide range of amines andalcohols, and can be conveniently recycled without Pt metal leaching. The present protocol was applied for the synthesis of N-phenylbenzylamine in 96% isolated yield from aniline and benzyl alcohol on a 2.1 kg scale of the substrates, demonstrating its potential applicability for higher-order amine synthesis. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码:8516 / 8521
页数:6
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