N-Alkylation of carbamates and amides with alcohols catalyzed by a Cp*Ir complex
N-Alkylation of carbamates and amides with alcohols catalyzed by a Cp*Ir complex
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DOI：
10.1016/j.tet.2009.03.002
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发表时间：
2009-05-02
期刊：
影响因子：
2.1
通讯作者：
Yamaguchi, Ryohei
中科院分区：
文献类型：
--
作者：
Fujita, Ken-ichi;Komatsubara, Atsuo;Yamaguchi, Ryohei
本文报道了[Cp ~* IrCl ~ 2]（2）/NaOAc（Cp ~*=五甲基氯化铵）催化体系在无溶剂条件下以醇为烷基化剂对氨基甲酸酯和酰胺进行N-烷基化反应的新的原子经济型催化体系。例如，在[Cp* IrCl 2]（2）（5.0摩尔% Ir）和NaOAc（5.0摩尔%）的存在下，在130 ℃下，在不存在溶剂的情况下，氨基甲酸正丁酯与苄醇反应，以94%的产率得到N-苄基氨基甲酸正丁酯。本发明的催化体系不仅适用于氨基甲酸酯，而且适用于酰胺，并且仅产生无害的水作为副产物。(C)2009爱思唯尔有限公司保留所有权利。
New atom-economical catalytic systems consisting of [Cp*IrCl2](2)/NaOAc (Cp*=pentamethylcyclopentadienyl) for the N-alkylation of carbamates and amides using alcohols as alkylating agents under solvent-free conditions have been developed. For example, the reaction of n-butyl carbamate with benzyl alcohol in the presence of [Cp*IrCl2](2) (5.0 mol % Ir) and NaOAc (5.0 mol %) at 130 degrees C under the absence of solvent gives n-butyl N-benzylcarbamate in the yield of 94%. The present catalytic system is applicable to not only carbamates but also amides, and only harmless water is produced as co-product. (C) 2009 Elsevier Ltd. All rights reserved.