1269217-93-7Relevant academic research and scientific papers
Convenient synthesis of 2-alkynylbenzazoles through Sonogashira cross-coupling reaction between thioethers and terminal alkynes
Paun, Anca,Matache, Mihaela,Enache, Florina,Nicolau, Ioana,Paraschivescu, Codruta C.,Ionita, Petre,Zarafu, Irina,Parvulescu, Vasile I.,Guillaumet, Gérald
supporting information, p. 5349 - 5352 (2015/09/01)
We describe herein the synthesis of 2-alkynylbenzoxazole and 2-alkynylbenzothiazole derivatives through the Sonogashira cross-coupling reaction of the corresponding thioethers and terminal alkynes under aerobic conditions, using CuI and Pd(dppf)Cl2 as catalysts. The synthetic methodology allows the convenient cross-coupling of heteroaromatic substrates with a wide variety of aromatic and aliphatic alkynes, in moderate to good yields. The behavior of mercapto benzoxazoles and benzothiazoles were also investigated in the desulfitative Sonogashira cross-coupling reaction. It is noteworthy that the reaction occurred better under aerobic conditions rather than an inert atmosphere, although with increased amounts of the diyne side-product.
Palladium-catalyzed oxidative alkynylation of heterocycles with terminal alkynes under air conditions
Kim, Seok Hwan,Yoon, Jungho,Chang, Sukbok
supporting information; experimental part, p. 1474 - 1477 (2011/05/15)
Pd-Catalyzed oxidative alkynylation of azoles with terminal alkynes was developed via simultaneous activation of both heterocyclic sp2 C-H and alkynyl sp C-H bonds. The choice of palladium catalyst source and external base resulted in being imp
