Heating-induced decarboxylative cyclization for the synthesis of 5-trifluoromethyl-1,2,4-triazoles from trifluoroacetimidohydrazides and α-oxocarboxylic acids
A simple metal and additive-free approach for the assembly of 5-trifluoromethyl-1,2,4-triazoles via only heating-induced decarboxylative cyclization of readily available trifluoroacetimidohydrazides and α-oxocarboxylic acids has been developed. In this protocol, the rarely reported tetrahedral carbo...
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KeAi Communications Co. Ltd.
2023-05-01
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Online Access: | http://www.sciencedirect.com/science/article/pii/S2666554922000801 |
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author | Yu Zhang Guangming Wei Shiqi Qiu Zhengkai Chen Xiao Feng Wu |
author_facet | Yu Zhang Guangming Wei Shiqi Qiu Zhengkai Chen Xiao Feng Wu |
author_sort | Yu Zhang |
collection | DOAJ |
description | A simple metal and additive-free approach for the assembly of 5-trifluoromethyl-1,2,4-triazoles via only heating-induced decarboxylative cyclization of readily available trifluoroacetimidohydrazides and α-oxocarboxylic acids has been developed. In this protocol, the rarely reported tetrahedral carboxylic acids intermediate could be in-situ generated and undergo subsequent decarboxylation to afford the target heterocycle products. |
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institution | Directory Open Access Journal |
issn | 2666-5549 |
language | English |
last_indexed | 2024-03-13T06:57:46Z |
publishDate | 2023-05-01 |
publisher | KeAi Communications Co. Ltd. |
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series | Green Synthesis and Catalysis |
spelling | doaj.art-34c6a458959a48f184b51cdcc09d6cce2023-06-07T04:49:55ZengKeAi Communications Co. Ltd.Green Synthesis and Catalysis2666-55492023-05-0142177180Heating-induced decarboxylative cyclization for the synthesis of 5-trifluoromethyl-1,2,4-triazoles from trifluoroacetimidohydrazides and α-oxocarboxylic acidsYu Zhang0Guangming Wei1Shiqi Qiu2Zhengkai Chen3Xiao Feng Wu4Department of Chemistry, Key Laboratory of Surface & Interface Science of Polymer Materials of Zhejiang Province, Zhejiang Sci-Tech University, Hangzhou 310018, ChinaDepartment of Chemistry, Key Laboratory of Surface & Interface Science of Polymer Materials of Zhejiang Province, Zhejiang Sci-Tech University, Hangzhou 310018, ChinaDepartment of Chemistry, Key Laboratory of Surface & Interface Science of Polymer Materials of Zhejiang Province, Zhejiang Sci-Tech University, Hangzhou 310018, ChinaDepartment of Chemistry, Key Laboratory of Surface & Interface Science of Polymer Materials of Zhejiang Province, Zhejiang Sci-Tech University, Hangzhou 310018, China; Corresponding author. Dalian National Laboratory for Clean Energy, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, ChinaDalian National Laboratory for Clean Energy, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, China; Leibniz-Institut für Katalyse e. V., Albert-Einstein-Straβe 29a, Rostock 18059, Germany; Corresponding author. Dalian National Laboratory for Clean Energy, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, ChinaA simple metal and additive-free approach for the assembly of 5-trifluoromethyl-1,2,4-triazoles via only heating-induced decarboxylative cyclization of readily available trifluoroacetimidohydrazides and α-oxocarboxylic acids has been developed. In this protocol, the rarely reported tetrahedral carboxylic acids intermediate could be in-situ generated and undergo subsequent decarboxylation to afford the target heterocycle products.http://www.sciencedirect.com/science/article/pii/S2666554922000801Heating-inducedDecarboxylative cyclization5-Trifluoromethyl-1,2,4-triazolesTrifluoroacetimidohydrazidesα-Oxocarboxylic acidsTrifluoromethyl-substituted N-heterocycles |
spellingShingle | Yu Zhang Guangming Wei Shiqi Qiu Zhengkai Chen Xiao Feng Wu Heating-induced decarboxylative cyclization for the synthesis of 5-trifluoromethyl-1,2,4-triazoles from trifluoroacetimidohydrazides and α-oxocarboxylic acids Green Synthesis and Catalysis Heating-induced Decarboxylative cyclization 5-Trifluoromethyl-1,2,4-triazoles Trifluoroacetimidohydrazides α-Oxocarboxylic acids Trifluoromethyl-substituted N-heterocycles |
title | Heating-induced decarboxylative cyclization for the synthesis of 5-trifluoromethyl-1,2,4-triazoles from trifluoroacetimidohydrazides and α-oxocarboxylic acids |
title_full | Heating-induced decarboxylative cyclization for the synthesis of 5-trifluoromethyl-1,2,4-triazoles from trifluoroacetimidohydrazides and α-oxocarboxylic acids |
title_fullStr | Heating-induced decarboxylative cyclization for the synthesis of 5-trifluoromethyl-1,2,4-triazoles from trifluoroacetimidohydrazides and α-oxocarboxylic acids |
title_full_unstemmed | Heating-induced decarboxylative cyclization for the synthesis of 5-trifluoromethyl-1,2,4-triazoles from trifluoroacetimidohydrazides and α-oxocarboxylic acids |
title_short | Heating-induced decarboxylative cyclization for the synthesis of 5-trifluoromethyl-1,2,4-triazoles from trifluoroacetimidohydrazides and α-oxocarboxylic acids |
title_sort | heating induced decarboxylative cyclization for the synthesis of 5 trifluoromethyl 1 2 4 triazoles from trifluoroacetimidohydrazides and α oxocarboxylic acids |
topic | Heating-induced Decarboxylative cyclization 5-Trifluoromethyl-1,2,4-triazoles Trifluoroacetimidohydrazides α-Oxocarboxylic acids Trifluoromethyl-substituted N-heterocycles |
url | http://www.sciencedirect.com/science/article/pii/S2666554922000801 |
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