Coupling of Carboxylic Acids with Ynamides and Subsequent
Rearrangement for the Synthesis of Imides/Amides
Yangyong Shen
Qi Li
Gang Xu
Sunliang Cui
10.1021/acs.orglett.8b02134.s001
https://acs.figshare.com/articles/journal_contribution/Coupling_of_Carboxylic_Acids_with_Ynamides_and_Subsequent_Rearrangement_for_the_Synthesis_of_Imides_Amides/6954848
A coupling
of carboxylic acids with ynamides and subsequent rearrangement
for the synthesis of imides and amides is reported. The carboxylic
acids could couple with ynamides to form α-acyloxyenamide followed
by sulfonyl group migration and Mumm rearrangement to furnish the
amides. Additionally, the products could be subjected to further rearrangement
to deliver β-keto amides. This metal-free process represents
an interesting method for chemical bonds cleavage and regeneration.
Furthermore, divergent transformation of products were conducted to
deliver an array of compounds.
2018-08-10 11:19:02
carboxylic acids
ynamide
sulfonyl group migration
form α- acyloxyenamide
chemical bonds cleavage
β- keto amides
rearrangement