ol8b02134_si_001.pdf (3.25 MB)
Coupling of Carboxylic Acids with Ynamides and Subsequent Rearrangement for the Synthesis of Imides/Amides
journal contribution
posted on 2018-08-10, 11:19 authored by Yangyong Shen, Qi Li, Gang Xu, Sunliang CuiA 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.