Nucleophilic substitution and cyclization reactions involving quaternized 3-dimethylaminomethyl derivatives of 3,4-bis(indol-l-yl)maleimide and 3-(indol-l-yl)-4-(indolin-l-yl)maleimide

Abstract

A dialkylaminomethylation reaction (the Mannich reaction) of 3,4 bis(indol 1 yl) maleimides and 3 (indol 1 yl) 4 (indolin 1 yl)maleimides leads to mono and di(dimethyl amino) derivatives at position 3 of one or two indole rings. A series of 3,4 bis(indol 1 yl) maleimides and 3 (indol 1 yl) 4 (indolin 1 yl)maleimides containing ω hydroxyalkyloxy methyl substituents at position 3 of the indole ring was obtained by the reaction of iodomethyl ates of these compounds with ethylene glycol and other α,ω alkanediols. The reaction of quaternary salts of bis(3 dimethylaminomethylindol 1 yl)maleimides with α,ω alkanediols resulted in the isolation of 3,4 bis(3 ω hydroxyalkyloxymethylindol 1 yl)maleimides. Upon heating iodomethylate of 3 (3 dimethylaminoindol 1 yl) 4 (indolin 1 yl)maleimide in pyri dine, 5,6 dihydro 10 methyl 1H indolo [1´,7a´,7´:4,5,6]pyrrolo[3´,4´:2,3] [1,4]diazepino[1,7 a] indole 1,3(2H) dione was obtained due to the intramolecular alkylation and formation of the bond between position 2 of the indole and position 7 of the indoline rings.

Synthesis of acyl derivatives of thiazolo[5.4-b]indole

“…Актопротекторные препараты повышают работоспособность и физическую выносливость, а также предназначены для понижения чувства тревоги и страха. Особенно повысился интерес к производным индола в связи с установленными их способностями оказывать профилактическое и лечебное действие при онкологических, вирусных и некоторых гормонозависимых заболеваниях [10][11][12][13][14].…”