Reactivity of the 4??Amino??5H??1, 2??Oxathiole??2, 2??Dioxide Heterocyclic System: A Combined Experimental and Theoretical Study

S de Castro, MT Peromingo, AE Lozano…

Index: De Castro, Sonia; Teresa Peromingo; Lozano, Angel E.; Camarasa, Maria-Jose; Velazquez, Sonsoles Chemistry - A European Journal, 2008 ,  vol. 14,  # 31  p. 9620 - 9632

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Citation Number: 6

Abstract

Abstract The reactivity of the 4-amino-5H-1, 2-oxathiole-2, 2-dioxide (or β-amino-γ-sultone) heterocyclic system has scarcely been studied. Here we describe the reactivity of this system towards electrophiles and amines on readily available model substrates differently substituted at the C-5 position. A variety of C-electrophiles, carbonyl electrophiles (such as acyl chlorides, isocyanates, or aldehydes) and halogen or nitrogen electrophiles have ...