Tetrahedron p. 12797 - 12806 (1995)
Update date:2022-08-04
Topics:
Barry, John F.
Wallace, Timothy W.
Walshe, Nigel D. A.
2,2'-Biindolyl 9 reacts with electron-deficient dienophiles at 100-110 deg C to give low to moderate yields of Michael addition and formal <4+2> cycloaddition products, with the former predominant; the products derived from 9 and 2-(phenylsulphinyl)maleimides 14 and 15 undergo in situ elimination of benzenesulphenic acid, leading to 2,2'-biindolyl-substituted maleimides which can be efficiently photocyclised into indolo<2,3-a>carbazoles.
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