1297593-92-0Relevant academic research and scientific papers
Catalytic C-N bond alkynylation of N-benzylic sulfonamides with terminal alkynes
Liu, Congrong,Yang, Fulai,Wang, Tingting
supporting information, p. 387 - 390 (2014/06/10)
A new cross-coupling reaction of N-benzylic sulfonamides with terminal alkynes for the synthesis of internal alkynes is reported. In the presence of 5 mol% of (Tf)2NH/Bi(OTf)3 (1:1), a broad range of N-benzylic sulfonamides react smoothly with arylacetylenes to afford structurally diverse internal alkynes in moderate to excellent yields. We reasoned that vinyl cations could be formed by the regioselective attack of terminal alkynes with benzyl cations generated in situ from N-benzylic sulfonamides under acidic conditions, which then eliminated to form a carbon-carbon triple bond. An unprecedented synthesis of internal alkynes from N-benzylic sulfonamides and terminal alkynes has been developed through TfOH/Fe(OTf)3-catalyzed cleavage of C(sp3)-N bonds and C(sp)-H bonds. This protocol is compatible with a broad range of N-benzylic sulfonamides and arylacetylenes. Copyright
Cu(OTf)2-catalyzed arylmethylation of terminal alkynes with benzylic alcohols under ligand-, base-, and additive-free reaction conditions
Ren, Kai,Li, Pinhua,Wang, Lei,Zhang, Xiuli
supporting information; experimental part, p. 2753 - 2759 (2011/04/27)
An effective, convenient, and mild coupling reaction of benzylic alcohols with terminal alkynes has been developed. As an effective Lewis acid, Cu(OTf)2-catalyzed arylmethylation of terminal alkynes with benzylic alcohols generated the correspo
