Synlett 2024; 35(02): 155-159
DOI: 10.1055/a-2103-9720
synpacts

Synthesis of Ynamides by C(sp)–H Amidation

Xiaolan Xie
a   College of Chemical Engineering and Materials Science, Quanzhou Normal University, Quanzhou 362000, P. R. of China
,
Na Hou
a   College of Chemical Engineering and Materials Science, Quanzhou Normal University, Quanzhou 362000, P. R. of China
,
Yan Lin
b   School of Special Education, Quanzhou Normal University, Quanzhou 362000, P. R. of China
,
Jian Lei
a   College of Chemical Engineering and Materials Science, Quanzhou Normal University, Quanzhou 362000, P. R. of China
› Institutsangaben
Financial support was received from the National Natural Science Foundation of China (21702120), the Natural Science Foundation of Fujian Province (2021J01965, 2018Y0073), Quanzhou City Science and Technology Program of China (2019C021R), and the Program for the Cultivation of Outstanding Young Scientific Talents in Fujian Province University.


Abstract

Ynamides are versatile reactive building blocks in organic chemistry; consequently, synthetic methodologies to fabricate these compounds have received extensive attention. The construction of a C–N bond between an alkyne surrogate and an amide is a powerful and practical way to access ynamides, and has been widely studied. Recently, the amidation of terminal alkynes has emerged as a straightforward alternative. This Synpacts article briefly summarizes the use of C(sp)–H amidation strategies to form ynamides; it also highlights our recent work on the synthesis of ynehydrazides through the copper-catalyzed addition of terminal alkynes to dialkyl azodicarboxylates. Finally, some future directions in this field are outlined.



Publikationsverlauf

Eingereicht: 11. Mai 2023

Angenommen nach Revision: 31. Mai 2023

Accepted Manuscript online:
31. Mai 2023

Artikel online veröffentlicht:
12. Juli 2023

© 2023. Thieme. All rights reserved

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany