Mild Esterification of Carboxylic Acids via Continuous Flow Diazotization of Amines
作者:Clément Audubert、Hélène Lebel
DOI:10.1021/acs.orglett.7b02231
日期:2017.8.18
A new continuous flow protocol for the diazotization of methylamine with 1,3-propanedinitrite in THF is reported. The synthesis of methyl esters was achieved in high yields from a variety of carboxylic acids in 20 min at 90 °C. Additionally, this protocol was extended to other aryl and alkyl amines, namely secondary amines, to produce various substituted esters in high yield using 2-MeTHF as a solvent
报道了一种新的连续流方案,用于在THF中将甲胺与1,3-丙炔重氮化。在90°C下20分钟内可以从多种羧酸中高收率地合成甲酯。另外,该方案扩展到其他芳基和烷基胺,即仲胺,以使用2-MeTHF作为溶剂以高收率生产各种取代的酯。反应条件与许多官能团相容,即含氮杂环,炔烃,烯烃,醇和酚。机理研究表明,反应似乎是通过瞬态重氮物质而不是重氮中间体进行的。