离子液体BMIm-BF4中胺与CO2的电化学促进C-N键形成：氨基甲酸盐的合成

Electrochemically promoted C-N bond formation from amines and CO2 in ionic liquid BMIm-BF4: Synthesis of carbamates.

作者信息

Feroci M, Orsini M, Rossi L, Sotgiu G, Inesi A

机构信息

Dipartimento di Ingegneria Chimica, Materiali, Materie Prime e Metallurgia, Università La Sapienza, via Castro Laurenziano, 7, I-00161 Roma, Italy.

出版信息

J Org Chem. 2007 Jan 5;72(1):200-3. doi: 10.1021/jo061997c.

DOI:10.1021/jo061997c

PMID:17194100

Abstract

A new electrochemical procedure for the synthesis of organic carbamates from amines and carbon dioxide has been developed using selective cathodic reduction of carbon dioxide in CO2-saturated room-temperature ionic liquid BMIm-BF4 solutions containing amines 1a-j, followed by addition of EtI as an alkylating agent. The synthesis was carried out under mild (PCO2 = 1.0 atm, t = 55 degrees C) and safe conditions, and the use of volatile and toxic solvents and catalysts (according to the growing demand for ecofriendly synthetic methodologies), as well as of any supporting electrolyte (for a very easy workup of the reaction mixture), was avoided. Carbamates 2a-j were isolated in good to high yields.

摘要

已开发出一种新的电化学方法，用于从胺和二氧化碳合成有机氨基甲酸酯。该方法是在含有胺1a - j的CO₂饱和室温离子液体BMIm - BF₄溶液中对二氧化碳进行选择性阴极还原，随后加入EtI作为烷基化剂。该合成反应在温和（PCO₂ = 1.0 atm，t = 55℃）且安全的条件下进行，避免了使用挥发性和有毒溶剂及催化剂（根据对环境友好合成方法的不断增长的需求），以及任何支持电解质（以便非常容易地后处理反应混合物）。氨基甲酸酯2a - j的分离产率良好至高。