Synthesis and -Cycloadditions of N-Phenylsulfonyl-3-vinylindole

Article abstract of DOI:10.1055/s-1986-31763

1-Phenylsulfonyl-3-vinylindole can be prepared in good yield from the 3-ethyl derivative by a two-step bromination dehydrobromination sequence.As a 1,3-diene it undergoes <4 + 2>-cycloadditions with N-phenylmaleimide, p-benzoquinone, and dialkyl acetylenedicarboxylates to give derivatives of the 1,2,3,3a,4,5,10,10b-octahydropyrrolo<3,4-a>carbazole, 1,4,4a,5,6,11b-hexahydro-11H-benzocarbazole, and carbazole ring systems, respectively.