6130-98-9Relevant articles and documents
Synthesis of Aryl Alkynes via Copper Catalyzed Decarboxylative Alkynylation of 2-Nitrobenzoic Acids
Yu, Yongqi,Chen, Xiang,Wu, Qianlong,Liu, Da,Hu, Liang,Yu, Lin,Tan, Ze,Gui, Qingwen,Zhu, Gangguo
supporting information, p. 8556 - 8566 (2018/06/29)
An efficient protocol for the synthesis of internal aryl alkynes was achieved via Cu-catalyzed decarboxylative cross-coupling reactions, and to the best of our knowledge, this is the first example of a Cu-catalyzed decarboxylative alkynylation of benzoic acids with terminal alkynes. This approach utilizes simple Cu salt as catalyst and O2, an abundant, clean, and green material, as the oxidant. The reaction tolerates various functional groups, and a variety of internal aryl alkynes were synthesized in 46-83% yields.
N -alkynyl imides (ynimides): Synthesis and use as a variant of highly labile ethynamine
Sueda, Takuya,Oshima, Ayumi,Teno, Naoki
scheme or table, p. 3996 - 3999 (2011/10/01)
This study describes the first reliable synthesis of N-alkynyl imides (ynimides). This was accomplished with a copper-catalyzed coupling reaction between alkynyl(triaryl)bismuthonium salts and five-membered imides. We also found that it was possible to utilize N-ethynyl phthalimide as a variant of the highly labile ethynamine. 4-Amino-1,2,3-triazole was successfully obtained via the CuAAC reaction of N-ethynyl phthalimide with azide followed by hydrazinolysis of the phthaloyl protecting group.
Action du chlorure de fer(III) sur des acetyleniques substitues par des elements de la colonne IVB. Formation de diynes
Braun, Jacques,Trung, Bui Khac
, p. 16 - 20 (2007/10/02)
We have studied the behaviour of mono- and diheterosubstituted acetylenies (1,2,3) in the presence of iron(III) chloride in a carbon tetrachloride-toluene medium at 25 deg C. 1: ; 2: ; 3: .The reaction always takes place in heterogeneous phase, the reaction medium being carefully kept free from air and humidity. Compounds of type 1. The reaction rate increases from the carbon compound to the stannyl compound. The germyl and stannyl acetylenics give 2,4-hexadiyne with good yields, respectively 62 and 84percent . Compounds of types 2 and 3. The influence of heterosubstituents on the reaction rate is the same as for compounds 1.For the mixed compound 3b, only one hexadiyne can be obtained with a yield of 90percent, gis(trimethylsilyl)buta-1,3-diyne.In the course of all these reactions, iron(III) is reduced into iron(II). The influence of the metal and its substituents as well as the action of iron chloride on the various conjugated diynes are discussed.A mechanism based on the respective reaction rates is suggested.