Synthesis of 3-amino-thiochromanes from 4-benzyl 2-thiazolines, via an unprecedented intramolecular electrophilic aromatic substitution
Literature Information
Guillaume Mercey, Remi Legay, Jean-François Lohier, Jana Sopkova-de Oliveira Santos, Jocelyne Levillain, Annie-Claude Gaumont, Mihaela Gulea
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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Organic & Biomolecular Chemistry

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