73349-19-6Relevant articles and documents
A polystyrene supported [PdCl-(SeCSe)] complex: A novel, reusable and robust heterogeneous catalyst for the Sonogashira synthesis of 1,2-disubstituted alkynes and 1,3-enynes
Mohammadi, Elmira,Movassagh, Barahman
supporting information, p. 11471 - 11479 (2018/07/25)
3,5-Bis((phenylselanyl)methyl)phenol has been synthesized as a novel SeCSe pincer type pre-ligand from commercially available 5-hydroxy isophthalic acid through a multistep synthesis. Then, a polystyrene-supported SeCSe pincer ligand and its corresponding palladium complex were prepared and characterized using different techniques including FT-IR, SEM/EDX, TG/DTG, and XPS. The amount of palladium incorporated into the polymer matrix as determined by ICP analysis was obtained to be 3.64 wt% (0.34 mmol g-1). The PS[PdCl-SeCSe] catalytic activity has been evaluated in the Sonogashira coupling of diverse aryl halides with aromatic and aliphatic terminal alkynes. It was also noted that less reactive and inexpensive aryl bromides and aryl chlorides have been successfully cross-coupled with terminal alkynes using low catalyst loading. Moreover, the developed methodology is effective for the stereoselective preparation of substituted 1,3-enynes.
Copper(I) hydroxyapatite catalyzed sonogashira reaction of alkynes with styrenyl bromides. Reaction of cis -styrenyl bromides forming unsymmetric diynes
Saha, Debasree,Chatterjee, Tanmay,Ranu, Brindaban C.,Mukherjee, Manabendra
, p. 9379 - 9383,5 (2012/12/11)
An efficient Sonogashira coupling of terminal alkynes and styrenyl bromides has been achieved under the catalysis of hydroxyapatite-supported copper(I). The trans-styrenyl bromides produce the usual trans-enyne products, whereas the cis-styrenyl bromides lead to unsymmetric 1,3-diynes by the cross coupling of terminal alkyne and the alkyne generated from the cis-styrenyl bromide. A series of trans-enynes and unsymmetric 1,3-diynes have been synthesized by this protocol.
Highly regio- and stereoselective synthesis of 1,3-enynes from unactivated ethylenes via palladium-catalyzed cross-coupling
Wen, Yanmei,Wang, Azhong,Jiang, Huanfeng,Zhu, Shifa,Huang, Liangbin
supporting information; experimental part, p. 5736 - 5739 (2011/12/03)
An efficient procedure for regio- and stereoselective synthesis of a series of conjugated enynes by a simple Pd-catalyzed cross-coupling reaction of unactivated ethylenes and ethynyl bromide has been developed. The reaction proceeds smoothly in DMF to give the corresponding products in good to excellent yields. The protocol can tolerate a broad range of functional groups on the substrates.