Silane-promoted cycloaddition of thiobenzhydrazides with carbon dioxide toward 1,3,4-thiadiazol-2(3 H )-ones

Silane-promoted cycloaddition of thiobenzhydrazides with carbon dioxide toward 1,3,4-thiadiazol-2(3 H )-ones

Herein, we developed a silane-promoted cycloaddition of thiobenzhydrazides with carbon dioxide leading to 1,3,4-thiadiazol-2(3 )-ones. This procedure involves sequential -silylation and fixation of carbon dioxide toward a hydrazine formyl intermediate, followed by intramolecular nucleophilic cycliza...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2025-01
Hauptverfasser: Chen, Hailong, Gao, Junhang, Zhao, Yang, Peng, Junhao, Jiang, Xinyang, Wang, Zhenlian, Cheng, Jiang
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container_title Chemical communications (Cambridge, England)
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creator Chen, Hailong
Gao, Junhang
Zhao, Yang
Peng, Junhao
Jiang, Xinyang
Wang, Zhenlian
Cheng, Jiang
description Herein, we developed a silane-promoted cycloaddition of thiobenzhydrazides with carbon dioxide leading to 1,3,4-thiadiazol-2(3 )-ones. This procedure involves sequential -silylation and fixation of carbon dioxide toward a hydrazine formyl intermediate, followed by intramolecular nucleophilic cyclization and aromatization. A series of functional groups are well-tolerated under this procedure. As such, it represents a facile and efficient pathway for utilizing carbon dioxide in the construction of value-added heterocyclic frameworks.
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title Silane-promoted cycloaddition of thiobenzhydrazides with carbon dioxide toward 1,3,4-thiadiazol-2(3 H )-ones
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