Reactivity of cyclic sulfamidates towards lithium acetylides: synthesis of alkynylated amines

作者: Mustafa Eskici , Abdullah Karanfil , M. Sabih Özer , Cengiz Sarıkürkcü

DOI: 10.1016/J.TETLET.2011.08.171

关键词:

摘要: Abstract A synthetically useful level of reactivity cyclic sulfamidates toward acetylides is described. Ring-opening reactions a structurally diverse set 1,2- and 1,3-cyclic with range lithium from aliphatic, cyclic, aromatic, heteroaromatic, functionalized alkynes proceed smoothly in regioselective manner to give the corresponding N -sulfate intermediates. Hydrolysis these intermediates under acidic conditions furnishes alkynylated amines yields ranging 29% 98%. The scope acetylenic substitution reaction structural variations both briefly examined.

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