22666-07-5Relevant academic research and scientific papers
A mild copper-mediated Glaser-type coupling reaction under the novel CuI/NBS/DIPEA promoting system
Li, Lingjun,Wang, Jiuxia,Zhang, Guisheng,Liu, Qingfeng
, p. 4033 - 4036 (2009)
A simple copper promoting system CuI/NBS/DIPEA was first found to efficiently promote Glaser coupling reaction under ambient temperature. The alkynes with sensitive groups such as acetal and ketal, TBDMS, ester and amide could react smoothly to afford the
Efficient oxidative alkyne homocoupling catalyzed by a monomeric dicopper-substituted silicotungstate
Kamata, Keigo,Yamaguchi, Syuhei,Kotani, Miyuki,Yamaguchi, Kazuya,Mizuno, Noritaka
, p. 2407 - 2410 (2008)
(Chemical Equation Presented) It goes on the dicopper core! A monomeric γ-Keggin silicotungstate with a dicopper core that is bridged by two μ-1,1-azido ligands catalyzes oxidative alkyne homocoupling reactions whereby various kinds of aromatic and aliphatic alkynes are selectively converted into the corresponding diynes (see picture).
Application of iodanes to the dimerization of terminal alkynes
Yan, Jie,Lin, Feng,Yang, Zhenping
, p. 1301 - 1303 (2007)
The dimerization of terminal acetylenes was studied using iodanes as oxidants under palladium-catalyzed conditions. It was found that a number of iodanes were useful in the reaction, with (diacetoxyiodo)benzene and iodosylbenzene being the best oxidants.
A fast and convenient coupling reaction of terminal alkynes
Min, Zhu,Jian, Chang Jin,Jian, Ying Tong
, p. 218 - 219 (2008)
A fast and convenient coupling reaction of terminal alkynes was achieved using (diacetoxyiodo)benzene as an oxidant in the absence of palladium catalysts, providing a simple method for the synthesis of diynes in good yields in short time.
Formation of Dimeric Acetylenes: an Unexpected Reaction of Acetylenic Selenides
Comasseto, Joao V.,Catani, Valdomiro,Ferreira, Jose T. B.,Braga, Antonio L.
, p. 1067 (1986)
1-Selenoalk-1-ynes react with m-chloroperbenzoic acid in tetrahydrofuran- water furnishing 1,4-disubstituted 1,3-diynes free of selenium in high yield.
An efficient synthesis of diynes using (diacetoxyiodo)benzene
Yan, Jie,Wu, Jinlong,Jin, Hongwei
, p. 3636 - 3639 (2007)
A novel and facile method for synthesis of symmetrical conjugated diynes, using (diacetoxyiodo)benzene as oxidant under palladium-catalyzed conditions is presented, in which diynes are prepared in good yields in a short period of time at room temperature.
Cu(II)-CMC: A mild, efficient and recyclable catalyst for the oxidative alkyne homocoupling reaction
Jiang, Yuqin,Guo, Niu,Li, Xiyong,Sun, Yamin,Zhang, Weiwei
, p. 549 - 554 (2017)
Cu(II) heterogenized on sodium carboxymethyl cellulose (Na-CMC) has been thoroughly characterized by different techniques. Cu(II)-CMC has been applied for the first time in the homocoupling reaction of a variety of terminal alkynes. The catalyst furnished
1,4,7-Trimethyl-1,4,7-triazacyclononane as a low-loading catalyst: CuBr-tmtacn catalysed Glaser reaction of acetylenes
Sun, Jian,Zhang, Hua-He,Wang, Jian-Qiang,Li, Jing-Hua
, p. 362 - 364 (2014)
1,4,7-Trimethyl-1,4,7-triazacyclononane (tmtacn, a cyclic trident-ligand) has been developed as a facile and efficient catalyst for Cu-catalysed homocoupling of terminal alkynes at room temperature. A variety of 1,3-diynes have been synthesised in excelle
First example of transition-metal-free Glaser-type coupling reaction
Yan, Jincan,Wang, Lei
, p. 2333 - 2338 (2005)
In the presence of potassium tert-butoxide and in toluene, 1,1-dibromo-1-alkenes smoothly generated the corresponding Glaser-type coupling-reaction products (1,3-diynes) in moderate to good yields. Copyright Taylor & Francis, Inc.
CuSCN-mediated homocoupling of terminal alkynes to 1,3-diynes using 4-nitrobenzenediazonium tetrafluoroborate as oxidant
Liu, Haidong,Chen, Bo,Cai, Jin,Chen, Junqing,Ji, Min
, p. 335 - 337 (2016)
Eleven 1,3-diynes have been prepared by a highly efficient base-catalysed homocoupling of terminal alkynes mediated by a novel combination of CuSCN/4-nitrobenzenediazonium tetrafluoroborate.
