TBAI-Catalyzed Reaction between N‑Tosylhydrazones and Sulfur: A Procedure toward 1,2,3-Thiadiazole

A TBAI-catalyzed reaction between N-tosyl hydrazone and sulfur was developed, leading to 1,2,3-thiadiazoles in moderate to good yields. It represents a facile and practical procedure to access thiadiazole under metal-free conditions. This procedure serves as an improvement for the Hurd–Mori reaction...

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Bibliographic Details
Published inJournal of organic chemistry Vol. 81; no. 1; pp. 271 - 275
Main Authors Chen, Jiangfei, Jiang, Yan, Yu, Jin-Tao, Cheng, Jiang
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 04.01.2016
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
TRANSFORMATION
CYCLOADDITION
ANALOGS
4-(2-CHLORO-5-NITROPHENYL)-1,2,3-THIADIAZOLE
AGENTS
AZIDE
DERIVATIVES
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Summary:A TBAI-catalyzed reaction between N-tosyl hydrazone and sulfur was developed, leading to 1,2,3-thiadiazoles in moderate to good yields. It represents a facile and practical procedure to access thiadiazole under metal-free conditions. This procedure serves as an improvement for the Hurd–Mori reaction.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.5b02280