1173173-03-9Relevant academic research and scientific papers
Organic reaction in Solkane 365 mfc: Homocoupling reaction of terminal alkynes
Kusuda, Akihiro,Xu, Xiu-Hua,Wang, Xin,Tokunaga, Etsuko,Shibata, Norio
, p. 843 - 846 (2011)
Solkane 365 mfc is proven to be an environmentally benign alternative solvent for the homocoupling reaction of terminal alkynes catalyzed by CuCl/TMEDA under air at room temperature. A variety of terminal alkynes, including aromatic, heteroaromatic and aliphatic alkynes, were cleanly transformed into 1,3-diynes within a short period in high to excellent yields up to 98%. The Royal Society of Chemistry.
Subnanometer gold clusters on amino-functionalized silica: An efficient catalyst for the synthesis of 1,3-diynes by oxidative alkyne coupling
Vilhanová, Beáta,Václavík, Ji?í,Artiglia, Luca,Ranocchiari, Marco,Togni, Antonio,Van Bokhoven, Jeroen A.
, p. 3414 - 3418 (2017/05/08)
Subnanometer (d = 0.8 ± 0.2 nm) gold particles homogeneously dispersed on amino-functionalized silica catalyze Glaser-type alkyne coupling, providing corresponding 1,3-diynes under mild conditions. Readily available λ3-iodane PhI(OAc)2 is used as an oxidant and 1,10-phenanthroline is used as an additive. Ten symmetrical 1,3-diynes and three products of heterocoupling containing various functionalities are isolated in high yields. The catalyst can be recycled at least five times, giving consistently high isolated yields and maintaining the size and distribution of gold clusters. This unique combination of stable subnanometer gold clusters and hypervalent iodine thus paves a hitherto unexplored avenue in organic synthesis employing heterogeneous gold catalysis. (Chemical Equation Presented).
Copper-catalyzed aerobic oxidative transformation of ketone- Derived N-tosyl hydrazones: An entry to alkynes
Li, Xianwei,Liu, Xiaohang,Chen, Huoji,Wu, Wanqing,Qi, Chaorong,Jiang, Huanfeng
supporting information, p. 14485 - 14489 (2015/02/05)
A novel strategy involving Cu-catalyzed oxidative transformation of ketone-derived hydrazone moiety to various synthetic valuable internal alkynes and diynes has been developed. This method features inexpensive metal catalyst, green oxidant, good functional group tolerance, high regioselectivity and readily available starting materials. Oxidative deprotonation reactions were carried out to form internal alkynes and symmetrical diynes. Cross-coupling reactions of hydrazones with halides and terminal alkynes were performed to afford functionalized alkynes and unsymmetrical conjugated diynes. A mechanism proceeding through a Cu-carbene intermediate is proposed for the CC triple bond formation.
