P. Hamel, Y. Girard, J. G. Atkinson
Apr 1, 1992
Citations
0
Influential Citations
37
Citations
Journal
Journal of Organic Chemistry
Abstract
The acid-catalyzed isomerization of 3-indolyl sulfides 1 to the corresponding 2-indolyl sulfides first synthesis of 3-unsubstituted 2-(arylthio)indoles, a hitherto unattainable class of compounds. When by trifluoroacetic acid, the isomerization proceeds mainly via an intermolecular mechanism involving initial disproportionation to a 2,3-indolyl bis-sulfide 5 and an substituted counterpart 6 followed by further interact of these species to yield the rearranged isomer 4