84670-59-7Relevant articles and documents
Reaction of Sulfene with Heterocyclic N,N-Disubstituted α-Aminomethyleneketones. IX. Synthesis of 1,2-Oxathiinoindole Derivatives
Mosti, Luisa,Schenone, Pietro,Menozzi, Giulia,Cafaggi, Sergio
, p. 1031 - 1034 (2007/10/02)
The polar 1,4-cycloaddition of sulfene to N,N-disubstituted 5-aminomethylene-1,5,6,7-tetrahydro-1-methylindol-4-ones occurred only in the case of aliphatic N-substitution to give, generally in good yield, 4-dialkylamino-3,4,5,6-tetrahydro-7-methyl-7H-1,2-oxathiinoindole 2,2-dioxides IV.Full aromatization of IVa (4-NR2=dimethylamino) with DDQ in refluxing benzene gave in low yield 7-methyl-7H-1,2-oxathiinoindole 2,2-dioxide, whereas the same reaction of IVe (4-NR2 = morpholinyl) with excess DDQ afforded in low yield 7-methyl-4-morpholinyl-7H-1,2-oxathiinoindole 2,2-dioxide.