Abstract
The reactions of
2-(methy1thio)indoleninone [2-(methylthio)-3H-indol-3-one] and its 4-bromo and
6-bromo derivatives with diazomethane lead to the appropriate
2-(methylthio)spiro[3H-indole-3,2'- oxirans] and
3-methoxy-2-(methy1thio)quinolines in relative yields dependent upon the steric
in- fluence of bromine when in the 4-position. P.m.r. studies on the
2-(methylthio)spiro[3H-indole-3,2'-oxirans] reveal a marked solvent depen-
dence on the chemical shift values of the non-equivalent protons of the methylene
group in the oxiran ring.
Cited by
10 articles.
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