Synthesis of bridged azaheterocycles peri-annulated to the indole core

Synthesis of bridged azaheterocycles peri-annulated to the indole core Full article

Journal

Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285

Output data

Year: 2025, Volume: 74, Number: 1, Pages: 102-109 Pages count : 8 DOI: 10.1007/s11172-025-4504-y

Authors

Antropov S.M. ¹ , Tokmacheva S.A. ¹ , Levina I.I. ² , Trushkov I.V. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation
2	N. M. Emanuel Institute of Biochemical Physics, Russian Academy of Sciences, 4 ul. Kosygina, 119334, Moscow, Russian Federation

The domino reaction of 2-(1-methyl-3-formylindol-4-yl)cyclopropane-1,1-dicarboxylate with benzylamines upon catalysis by gallium triflate gave two types of tetracyclic systems containing bridged azabicycles peri-annulated to the indole core. The reaction proceeded via the formation of intermediate imines, which underwent stepwise (3+2)-cross-cycloaddition reactions under conditions of the process, wherein the first step is the attack by the iminium nitrogen atom at either methylene or methine carbon atom of the small cycle.

Antropov S.M. , Tokmacheva S.A. , Levina I.I. , Trushkov I.V.
Synthesis of bridged azaheterocycles peri-annulated to the indole core
Russian Chemical Bulletin. 2025. V.74. N1. P.102-109. DOI: 10.1007/s11172-025-4504-y WOS Scopus OpenAlex

Web of science:	WOS:001452513200006
Scopus:	2-s2.0-105001256622
OpenAlex:	W4408933659

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