title: Base-catalyzed cyclization of N-sulfonyl propargylamides to sulfonylmethyl-substituted oxazoles via sulfonyl migration.
abstract: The reaction of N-sulfonyl propargylamides in the presence of a base catalyst selectively affords 5-sulfonylmethyl oxazoles via 1,4-sulfonyl migration. Allenes have been established as the key intermediates. Experimental evidence has been provided to support a two-step mechanism in the cyclization.
authors: Dalian Institute of Chemical Physics, Chinese Academy of Sciences, 457 Zhongshan Road, Dalian 116023, China.
authors: Xinzhang
authors: X
authors: Yu
authors: Xiaoyi
authors: X
authors: Xin
authors: Boshun
authors: B
authors: Wan
authors: Xingwei
authors: X
authors: Li
mesh_terms: D002384:Catalysis; D003500:Cyclization; D015394:Molecular Structure; D010080:Oxazoles / Q000138:chemical synthesis* / Q000737:chemistry; D010293:Pargyline / Q000031:analogs & derivatives* / Q000737:chemistry; D011437:Propylamines / Q000737:chemistry*; D013441:Sulfinic Acids / Q000737:chemistry*
chemical_list: D010080:Oxazoles; D011437:Propylamines; D013441:Sulfinic Acids; C009054:propargylamine; D010293:Pargyline