On the [4 + 2] cycloaddition approach to indolo[2,3-a]carbazoles
2,2′-Biindolyl 4 reacts with electron-deficient dienophiles at 100-110°C to give low to moderate yields of Michael addition and formal [4 + 2] cycloaddition products, with the former predominant; the products derived from 4 and 2-(phenylsulphinyl)maleimid
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 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 indolocarbazoles.
Barry, John F.,Wallace, Timothy W.,Walshe, Nigel D. A.
p. 12797 - 12806
(2007/10/02)
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