
%0 Journal Article
%A Baker, JT 
%A Duke, CC 
%T The chemistry of the indoleninones. III. Reactions of 2-(Methylthio)indoleninones with diazomethane
%J Australian Journal of Chemistry
%D 1976/05/01
%V 29
%N 5
%P 1023-1030
%K 
%R https://doi.org/10.1071/CH9761023
%U https://www.publish.csiro.au/paper/CH9761023 
%X 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. 
