Synthesis Of Dipyrrolobenzo[1,2‐a : 2′,1′‐c][1,4]diazepine Scaffold Via Three‐Component Reaction

Author:

Zinoveva Anna D.1ORCID,Borisova Tatiana N.1ORCID,Podchufarova Valeria A.1,Novikov Anton P.2ORCID,Romanycheva Anna A.3ORCID,Shetnev Anton A.4ORCID,Titov Alexander A.1ORCID,Varlamov Alexey V.1ORCID,Voskressensky Leonid G.1ORCID

Affiliation:

1. Organic Chemistry Department Peoples' Friendship University of Russia (RUDN University) 6 Miklukho-Maklaya St Moscow 117198 Russian Federation

2. Fumkin Institute of Physical Chemistry and Electrochemistry Russian Academy of Science 31 Leninsky Prosp., bld.4 Moscow 119071 Russian Federation

3. Department of Chemical Development Yaroslavl State Pedagogial University named after K.D. Ushinsky 108 Respublikanskaya street Yaroslavl 150000 Russian Federation

4. Moscow Institute of Physics and Technology Institutskiy per., 9 Dolgoprudny, Moscow Region 141701 Russian Federation

Abstract

AbstractA three component reaction employing readily available starting materials: 2‐(1‐pyrrolyl)benzylamine, arylglyoxal monohydrates and electron‐deficient alkenes in the synthesis of dipyrrolobenzo[1,2‐a : 2′,1′‐c][1,4]diazepines ‐ previously undescribed system and indolo[2,1‐c]pyrrolo[1,2‐a][1,4]benzodiazepine derivatives have been shown. Domino reactions of pyrrolo[1,2‐a][1,4]benzodiazepines with electron‐deficient alkenes has been proposed as another approach. The applicability of the three‐component reaction for the synthesis of indolizino[8,7‐b]indole derivatives from tryptamine has been studied. The in vitro biological activity of title compounds has been tested.

Publisher

Wiley

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