65382-93-6Relevant articles and documents
Ynoate-Initiated Selective C-N Esterification of Tertiary Amines under Transition-Metal and Oxidant-Free Conditions
Sun, Feixiang,Feng, Huangdi,Huang, Liliang,Huang, Junhai
, p. 713 - 717 (2021)
An efficient and selective method for metal-and oxidant-free deaminated esterification of tertiary amines is presented. In this protocol, ynoates play a key role to activate the Csp 3-N bond through a process of in situ generation of zwitterionic salts. The transformations show that Csp 3-N bond in the zwitterionic species has a lower dissociation energy than Csp 2-N bond, leading to break preferentially and be trapped by carboxylic acids to generate the corresponding products in moderate to good yield.