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Synthesis 2025; 57(08): 1457-1468
DOI: 10.1055/a-2510-5450
paper

Photochemical Synthesis of Fused Indole Derivatives

Anna L. Samsonenko
a   Laboratory of New Organic Materials, Omsk State Technical University, Mira Ave. 11, Omsk 644050, Russian Federation
,
Anastasia S. Kostyuchenko
a   Laboratory of New Organic Materials, Omsk State Technical University, Mira Ave. 11, Omsk 644050, Russian Federation
b   Department of Organic Chemistry, Omsk F. M. Dostoevsky State University, Mira ave. 55A, Omsk 644077, Russian Federation
,
Tatyana Yu. Zheleznova
a   Laboratory of New Organic Materials, Omsk State Technical University, Mira Ave. 11, Omsk 644050, Russian Federation
b   Department of Organic Chemistry, Omsk F. M. Dostoevsky State University, Mira ave. 55A, Omsk 644077, Russian Federation
,
Evgenii B. Uliankin
a   Laboratory of New Organic Materials, Omsk State Technical University, Mira Ave. 11, Omsk 644050, Russian Federation
b   Department of Organic Chemistry, Omsk F. M. Dostoevsky State University, Mira ave. 55A, Omsk 644077, Russian Federation
,
Vladislav Yu. Shuvalov 
b   Department of Organic Chemistry, Omsk F. M. Dostoevsky State University, Mira ave. 55A, Omsk 644077, Russian Federation
,
Anton L. Shatsauskas 
b   Department of Organic Chemistry, Omsk F. M. Dostoevsky State University, Mira ave. 55A, Omsk 644077, Russian Federation
,
Sergei А. Chernenko
a   Laboratory of New Organic Materials, Omsk State Technical University, Mira Ave. 11, Omsk 644050, Russian Federation
b   Department of Organic Chemistry, Omsk F. M. Dostoevsky State University, Mira ave. 55A, Omsk 644077, Russian Federation
,
Alexander S. Fisyuk  ∗
a   Laboratory of New Organic Materials, Omsk State Technical University, Mira Ave. 11, Omsk 644050, Russian Federation
b   Department of Organic Chemistry, Omsk F. M. Dostoevsky State University, Mira ave. 55A, Omsk 644077, Russian Federation
› Author AffiliationsThis work was supported by the Russian Science Foundation (Grant No. 20-73-10043).
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Abstract

A new approach is proposed for the synthesis of fused indole derivatives based on 4,5-diaryl-substituted 1H-pyrrole-2-carboxylates. Iodine-promoted photochemical cyclization of 4,5-diaryl-substituted 1H-pyrrole-2-carboxylates leading to 1H-dithieno[2,3-e:3′,2′-g]indoles, 10H-benzo[e]thieno[3,2-g]indoles, 1H-dibenzo[e,g]indoles, and 3,6-dihydrobenzo[4,5]indolo[7,6-c]carbazoles was studied.

Key words

cyclization - fused-ring systems - heterocycles - indole derivatives - photochemistry

Supporting Information

    Supporting information for this article is available online at https://doi.org/10.1055/a-2510-5450.
  • Supporting Information


Publication History

Received: 16 November 2024

Accepted after revision: 06 January 2025

Accepted Manuscript online:
06 January 2025

Article published online:
10 March 2025

© 2025. Thieme. All rights reserved

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