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Synthesis of 5-Selenoxo-1,2,4-triazole-1-carboxylates from Isoselenocyanates and Azodicarboxylates


Favero, Francesco; Sommen, Geoffroy L; Linden, Anthony; Heimgartner, Heinz (2006). Synthesis of 5-Selenoxo-1,2,4-triazole-1-carboxylates from Isoselenocyanates and Azodicarboxylates. Heterocycles, 67(2):749-762.

Abstract

A mixture of an azodicarboxylate and triphenylphosphine in dichloromethane reacted with aryl isoselenocyanates (1) at room temperature to give 4,5-dihydro-5-selenoxo-1H-1,2,4-triazole-1-carboxylates (4a-f) in a one-pot reaction in good to excellent yields. The isoselenocyanates (1) have been prepared conveniently from formamides by treatment with elemental selenium and phosgene according to Barton’s procedure.

Abstract

A mixture of an azodicarboxylate and triphenylphosphine in dichloromethane reacted with aryl isoselenocyanates (1) at room temperature to give 4,5-dihydro-5-selenoxo-1H-1,2,4-triazole-1-carboxylates (4a-f) in a one-pot reaction in good to excellent yields. The isoselenocyanates (1) have been prepared conveniently from formamides by treatment with elemental selenium and phosgene according to Barton’s procedure.

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Scopus Subject Areas:Physical Sciences > Analytical Chemistry
Life Sciences > Pharmacology
Physical Sciences > Organic Chemistry
Language:English
Date:2006
Deposited On:22 May 2012 07:11
Last Modified:30 Jul 2020 04:58
Publisher:The Japan Institute of Heterocyclic Chemistry
ISSN:0385-5414
Funders:Dr. Helmut Legerlotz-Foundation, Zürich, F. Hoffmann-La Roche AG, Basel
OA Status:Green
Publisher DOI:https://doi.org/10.3987/COM-05-S(T)77

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