title: Sulfonyl and phosphoryl azides: going further beyond the click realm of alkyl and aryl azides.
abstract: Whereas alkyl and aryl azides readily react with terminal alkynes to afford 1,4-disubstituted-1,2,3-triazoles in excellent yields and selectivity in the presence of a copper catalyst, sulfonyl, phosphoryl, and certain acyl azides allow additional chemistry upon ring-opening of the corresponding copper-triazole intermediates. The amazingly versatile new chemistry stems from the high reactivity of a ring-opened ketenimine intermediate, with which a wide range of nucleophiles react to give multicomponent products. Among those nucleophiles, amines, alcohols, water, and heterocyclic compounds are especially capable of being involved in this new chemistry.
authors: Department of Chemistry and Molecular-Level Interface Research Center, Korea Advanced Institute of Science & Technology (KAIST), Daejeon 305-701, Korea.
authors: Seok Hwan
authors: SH
authors: Kim
authors: Sae Hume
authors: SH
authors: Park
authors: Ji Ho
authors: JH
authors: Choi
authors: Sukbok
authors: S
authors: Chang
mesh_terms: D000480:Alkynes / Q000737:chemistry; D001386:Azides / Q000138:chemical synthesis* / Q000737:chemistry*; D057930:Click Chemistry; D003300:Copper / Q000737:chemistry; D003500:Cyclization; D015394:Molecular Structure
chemical_list: D000480:Alkynes; D001386:Azides; D003300:Copper