NEW ELECTROPHILIC REACTIONS OF 2,2'-BISINDOLYLS WITH ACID-CHLORIDES AND CARBODIENOPHILES

Some new acylation and cyclization reactions of 2,2'-bisindolyls 1, 2 are described. The product patterns constitute acyl derivatives 3, 4, 5 and an aldehyde 7, indolo[2,3-a]carbazoles 6, 14, 17, 19, 20 and cyc lopentadiindoles 22 and 24. In the reaction with aryne or diazotated a nthranilic acid, a 3-benzoylindole derivative 9 and phenylindolyl azo dye 10 are formed. N-methylmaleimide reacts with 2,2'-bisindolyl 2 via Michael type addition, dehydrogenation and cyclization to several fun ctionalized or anellated indole derivatives 11, 12, 13 and 14, respect ively.