Reactivity of cyclic sulfamidates towards lithium acetylides: synthesis of alkynylated amines
| dc.contributor.author | Eskici, M | |
| dc.contributor.author | Karanfil, A | |
| dc.contributor.author | Özer, MS | |
| dc.contributor.author | Sarikürkcü, C | |
| dc.date.accessioned | 2025-04-10T10:29:17Z | |
| dc.date.available | 2025-04-10T10:29:17Z | |
| dc.description.abstract | A synthetically useful level of reactivity of cyclic sulfamidates toward acetylides is described. Ring-opening reactions of a structurally diverse set of 1,2- and 1,3-cyclic sulfamidates with a range of lithium acetylides from aliphatic, cyclic, aromatic, heteroaromatic, and functionalized alkynes proceed smoothly in a regioselective manner to give the corresponding N-sulfate intermediates. Hydrolysis of these intermediates under acidic conditions furnishes the alkynylated amines in yields ranging from 29% to 98%. The scope of the acetylenic substitution reaction with the structural variations in both the cyclic sulfamidates and alkynes is briefly examined. (C) 2011 Elsevier Ltd. All rights reserved. | |
| dc.identifier.issn | 0040-4039 | |
| dc.identifier.uri | http://hdl.handle.net/20.500.14701/36032 | |
| dc.language.iso | English | |
| dc.title | Reactivity of cyclic sulfamidates towards lithium acetylides: synthesis of alkynylated amines | |
| dc.type | Article |