Thioxanthone Synthesis from Thioureas through Double Aryne Insertion into a Carbon-Sulfur Double Bond

Thioxanthone synthesis from <i>o</i>-silylaryl triflates and thioureas is disclosed. Double aryne insertion into the C═S double bond of thioureas and subsequent hydrolysis realized the facile preparation of thioxanthones. A simple reaction procedure and good accessibility of <i>o</i>-silylaryl triflates allowed us to synthesize a wide range of highly functionalized thioxanthones.

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Publication Details

Journal
Organic Letters
Published
2025-01-10
DOI
https://doi.org/10.1021/acs.orglett.4c04490
Citations
3
Primary Topic
Cyclization and Aryne Chemistry
Type
article
Field-Weighted Citation Impact
2.81

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article

Thioxanthone Synthesis from Thioureas through Double Aryne Insertion into a Carbon-Sulfur Double Bond

Mikio Kawada, Suguru Yoshida, Yusuke Hoshi, Shinya Tabata
3 citations
Organic Letters
Cyclization and Aryne Chemistry
2.81
article

Thioxanthone Synthesis from Thioureas through Double Aryne Insertion into a Carbon-Sulfur Double Bond

Mikio Kawada, Suguru Yoshida, Yusuke Hoshi, Shinya Tabata
article en
3 citations

Abstract

Thioxanthone synthesis from <i>o</i>-silylaryl triflates and thioureas is disclosed. Double aryne insertion into the C═S double bond of thioureas and subsequent hydrolysis realized the facile preparation of thioxanthones. A simple reaction procedure and good accessibility of <i>o</i>-silylaryl triflates allowed us to synthesize a wide range of highly functionalized thioxanthones.

Organic LettersVol. 27(3)
Tokyo University of Science (JP)
Tokuyama Science Foundation, Japan Society for the Promotion of Science
Openalex Percentile: Top 12%
Cyclization and Aryne Chemistry
2.81
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