Reactions of per(poly)-fluoroalkanesulfonyl azides with β-ketoester enamines, a new route to N-per(poly) fluoroalkanesulfonyl amidines
摘要:
Per(poly)-fluoroalkanesulfonyl azides reacted readily with beta-ketoester enamines to afford good yields of N-per(poly)-fluoro-alkanesulfonyl amidines and diazoacetates. Similarly, treatment of the azides with the cycle analogues ethyl 2-(1-morpholine) 1-cyclopentenecarboxylate gave amidines containing diazo groups. The reaction mechanisms and solvent effects are discussed. (C) 2000 Elsevier Science S.A. All rights reserved.
A new method for the synthesis of N-protected β-amino-α-keto esters from fluoroalkanesulfonylazides and α-keto esters
作者:Shizheng Zhu、Guifang Jin、Yong Xu
DOI:10.1016/s0040-4020(03)00622-7
日期:2003.6
In the presence of a secondary amine, treatment of α-keto esters with fluoroalkanesulfonyl azides at room temperature afforded N-sulfonyl protected β-amino-α-keto esters in good to excellent yields. This reaction provided a novel, direct and convenient access to N-sulfonyl protected β-amino-α-keto esters from α-keto esters and fluoroalkanesulfonyl azides under mild conditions. However, the reaction
Reactions of per(poly)-fluoroalkanesulfonyl azides with β-ketoester enamines, a new route to N-per(poly) fluoroalkanesulfonyl amidines
作者:Yong Xu、Yanli Wang、Shizheng Zhu
DOI:10.1016/s0022-1139(00)00244-x
日期:2000.7
Per(poly)-fluoroalkanesulfonyl azides reacted readily with beta-ketoester enamines to afford good yields of N-per(poly)-fluoro-alkanesulfonyl amidines and diazoacetates. Similarly, treatment of the azides with the cycle analogues ethyl 2-(1-morpholine) 1-cyclopentenecarboxylate gave amidines containing diazo groups. The reaction mechanisms and solvent effects are discussed. (C) 2000 Elsevier Science S.A. All rights reserved.