Synthesis of functionalized thiazoloindole-3-thiones and their spirocongeners from 2-acylethynyl-4,5,6,7-tetrahydroindoles and carbon disulfide

Accessible 2-acylethynyl-4,5,6,7-tetrahydroindoles undergo stereoselective single/double [3+2]-cyclization with CS 2 (NaOH/DMSO) to give 5,6,7,8-tetrahydro-1 H ,3 H -thiazolo[3,4- a ]indole-3-thiones or spirocongeners incorporating Z-α,β-ethylenic ketones.

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Publication Details

Journal
New Journal of Chemistry
Published
2025-01-01
DOI
https://doi.org/10.1039/d5nj02380g
Primary Topic
Synthesis and Reactions of Organic Compounds
Type
article
Field-Weighted Citation Impact
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article

Synthesis of functionalized thiazoloindole-3-thiones and their spirocongeners from 2-acylethynyl-4,5,6,7-tetrahydroindoles and carbon disulfide

Denis N. Tomilin, Б. А. Трофимов, Igor Ushakov, S. V. STEPANOVA
New Journal of Chemistry
Synthesis and Reactions of Organic Compounds
article

Synthesis of functionalized thiazoloindole-3-thiones and their spirocongeners from 2-acylethynyl-4,5,6,7-tetrahydroindoles and carbon disulfide

Denis N. Tomilin, Б. А. Трофимов, Igor Ushakov, S. V. STEPANOVA
article en

Abstract

Accessible 2-acylethynyl-4,5,6,7-tetrahydroindoles undergo stereoselective single/double [3+2]-cyclization with CS 2 (NaOH/DMSO) to give 5,6,7,8-tetrahydro-1 H ,3 H -thiazolo[3,4- a ]indole-3-thiones or spirocongeners incorporating Z-α,β-ethylenic ketones.

New Journal of Chemistry
A.E. Favorsky Irkutsk Institute of Chemistry (RU)
Openalex Percentile: Top 83%
Synthesis and Reactions of Organic Compounds
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