Dearomative Vinylation of Indoles via Multicomponent Photoredox Thiol‐Yne‐Heteroarene Coupling Reaction

Dearomative Vinylation of Indoles via Multicomponent Photoredox Thiol‐Yne‐Heteroarene Coupling Reaction Full article

Journal

Chemistry: A European Journal
ISSN: 0947-6539 , E-ISSN: 1521-3765

Output data

Year: 2025, Article number : e03346, Pages count : DOI: 10.1002/chem.202503346

Authors

Kobelev Andrey D. ¹ , Li Muzi ² , Shlapakov Nikita S. ¹ , Burykina Julia V. ¹ , You Shu‐Li ² , Ananikov Valentine P. ¹

Affiliations

1	Zelinsky Institute of Organic Chemistry Russian Academy of Sciences Moscow Russia
2	State Key Laboratory of Organometallic Chemistry Shanghai Institute of Organic Chemistry Chinese Academy of Sciences Shanghai China

Dearomative addition reactions of indoles represent a prominent strategy for the synthesis of practically valuable indolines. However, implementing this approach typically requires prefunctionalization of the indole precursor with specific groups (e.g., alkynes, alkenes, or ketones) to facilitate the subsequent cyclization-dearomatization step. In this work, we report a three-component, thiol-yne-mediated dearomative vinylation of indoles that circumvents the need for preinstalling reactive fragments into the indole scaffold. The developed photoredox-catalyzed thiol-yne-heteroarene reaction employs Boc-protected indole-3-carboxylates as effective terminating agents for the radical cascade.

Kobelev A.D. , Li M. , Shlapakov N.S. , Burykina J.V. , You S. , Ananikov V.P.
Dearomative Vinylation of Indoles via Multicomponent Photoredox Thiol‐Yne‐Heteroarene Coupling Reaction
Chemistry: A European Journal. 2025. e03346 . DOI: 10.1002/chem.202503346 WOS Scopus OpenAlex

Web of science:	WOS:001645512900001
Scopus:	2-s2.0-105025676140
OpenAlex:	W7117145741

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