Synthesis of 3-amino-thiochromanes from 4-benzyl 2-thiazolines, via an unprecedented intramolecular electrophilic aromatic substitution.

نویسندگان

  • Guillaume Mercey
  • Remi Legay
  • Jean-François Lohier
  • Jana Sopkova-de Oliveira Santos
  • Jocelyne Levillain
  • Annie-Claude Gaumont
  • Mihaela Gulea
چکیده

A one-pot synthesis of various N-substituted 3-amino-thiochromanes from 4-benzyl-2-methyl thiazoline via a thiazolinium salt is described. The obtained 3-amino-thiochromanes are enantiopure, as their precursors derive from chiral 2-aminoalcohols. The reaction involves the formation of a disulfide, which subsequently takes part in an unprecedented intramolecular electrophilic aromatic substitution.

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عنوان ژورنال:
  • Organic & biomolecular chemistry

دوره 8 11  شماره 

صفحات  -

تاریخ انتشار 2010