Synthesis of bridged bicyclic systems peri‐annulated to the indole ring: tropane‐fused indoles

Synthesis of bridged bicyclic systems peri‐annulated to the indole ring: tropane‐fused indoles Full article

Journal

Advanced Synthesis & Catalysis
ISSN: 1615-4169 , E-ISSN: 1615-4150

Output data

Year: 2024, Volume: 366, Number: 12, Pages: 2784-2790 Pages count : 7 DOI: 10.1002/adsc.202400279

Authors

Antropov Sergey ¹ , Tokmacheva Sofiya ^1,2 , Levina Irina ³ , Ivanova Olga ⁴ , Trushkov Igor ¹

Affiliations

1	N.D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences RUSSIAN FEDERATION
2	Mendeleev University of Chemical Technology, Higher Chemical College of RAS, Russian Federation
3	Emanuel Institute of Biochemical Physics, Russian Academy of Sciences, Russian Federation
4	M. V. Lomonosov Moscow State University, Department of Chemistry, Russian Federation

Ytterbium triflate catalysed domino reaction of (3-formyl-4-indolyl)-derived donor-acceptor cyclopropane with primary amines provides a simple approach to an unprecedented tetracyclic skeleton in which tropane system is peri-annulated with an indole core. This process involves the formation of an imine and its (3+2)-cross-cycloaddition with donor-acceptor cyclopropane moiety, yielding tropane-fused indole core under mild reaction conditions. These products are of significant interest for pharmacology as potential hybrid molecules with a dual mode of action.

Antropov S. , Tokmacheva S. , Levina I. , Ivanova O. , Trushkov I.
Synthesis of bridged bicyclic systems peri‐annulated to the indole ring: tropane‐fused indoles
Advanced Synthesis & Catalysis. 2024. V.366. N12. P.2784-2790. DOI: 10.1002/adsc.202400279 WOS Scopus OpenAlex

Web of science:	WOS:001229567500001
Scopus:	2-s2.0-85193797349
OpenAlex:	W4395047160

DB	Citing
OpenAlex	10
Scopus	9
Web of science	10