1258064-80-0Relevant articles and documents
Keteniminium ion-initiated cascade cationic polycyclization
Theunissen, Cdric,Mtayer, Benot,Henry, Nicolas,Compain, Guillaume,Marrot, Jrome,Martin-Mingot, Agns,Thibaudeau, Sbastien,Evano, Gwilherm
, p. 12528 - 12531 (2014)
A novel and efficient keteniminium-initiated cationic polycyclization is reported. This reaction, which only requires triflic acid or bistriflimide as promoters, affords a straightforward entry to polycyclic nitrogen heterocycles possessing up to three co
Chemo- and stereoselective synthesis of fluorinated enamides from ynamides in HF/pyridine: Second-generation approach to potent ureas bioisosteres
Métayer, Beno?t,Compain, Guillaume,Jouvin, Kévin,Martin-Mingot, Agnès,Bachmann, Christian,Marrot, Jér?me,Evano, Gwilherm,Thibaudeau, Sébastien
, p. 3397 - 3410 (2015/04/22)
(E)- and (Z)-α-fluoroenamides could be easily prepared with high levels of chemo- and regioselectivities by hydrofluorination of readily available ynamides with HF/pyridine. The scope and limitations of this new process for the hydrofluorination of ynamides, as well as the stability of the resulting α-fluoroenamides, have been extensively studied. Theoretical calculations at the MP2 and B3LYP levels of theory showed that the resulting fluoroenamides exhibit geometrical and electronic properties that partially mirror those of ureas, therefore demonstrating that the hydrofluorination of ynamides provides a general, straightforward, and user-friendly approach to bioisosteres of ureas, potent building blocks for biological studies and medicinal chemistry.
Copper-free sonogashira cross-coupling of ynamides: Easy access to various substituted ynamides from nonsubstituted ynamides
Wakamatsu, Hideaki,Takeshita, Mitsuhiro
experimental part, p. 2322 - 2324 (2010/11/03)
It is demonstrated herein that palladium-catalyzed Sonogashira cross-coupling of ynamides can be accomplished with moderate to good yields of substituted ynamides in the absence of copper salt, and NaOAc plays an important role in this reaction as an addi