2-官能化（环）烷基-4.5-未取代恶唑合成中脱氮三唑环裂解

IF 2.7 3区化学 Q2 CHEMISTRY, ORGANIC

European Journal of Organic Chemistry Pub Date : 2025-10-11 DOI:10.1002/ejoc.202500527

Viacheslav Lysenko , Oleksandra Oliinyk , Anton Portiankin , Kostiantyn Nazarenko , Tetiana Shvydenko , Svitlana Shishkina , Aleksandr Kostyuk

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引用次数: 0

摘要

脱氮三唑环裂解应用于制备广泛的2-（环）烷基新唑衍生物。所建议的方法包括在亚砜中或在整洁的条件下进行1,2,3-三唑与各种功能取代的酸氯化物的反应。尽管该反应是放热性质的，但它提供了高收率的目标产物。在（环）烷基链上可以耐受各种官能团，如受保护的伯胺和仲胺和酯。所开发的方法用于制备具有恶唑基团的光学活性氨基酸。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Denitrogenative Triazole Ring Cleavage in Synthesis of 2‐Functionalized (Cyclo)alkyl‐4.5‐Unsubstituted Oxazoles

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Denitrogenative Triazole Ring Cleavage in Synthesis of 2‐Functionalized (Cyclo)alkyl‐4.5‐Unsubstituted Oxazoles

Denitrogenative triazole ring cleavage is applied for the preparation of a broad set of 2‐(cyclo)alkylo‐xazole derivatives. The proposed procedures involve carrying out the reaction of 1,2,3‐triazole with various functionally substituted acid chlorides in sulfolane or under neat conditions. Despite the exothermic nature of the reaction, it affords the target products in high yield. Various functional groups are tolerated in the (cyclo)alkyl chain such as protected primary and secondary amine and esters. The developed procedure is applied for the preparation of optically active amino acids featuring oxazole moiety.

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来源期刊

European Journal of Organic Chemistry 化学-有机化学

CiteScore

5.40

自引率

3.60%

发文量

752

审稿时长

1 months

期刊介绍： The European Journal of Organic Chemistry (2019 ISI Impact Factor 2.889) publishes Full Papers, Communications, and Minireviews from the entire spectrum of synthetic organic, bioorganic and physical-organic chemistry. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies. The following journals have been merged to form two leading journals, the European Journal of Organic Chemistry and the European Journal of Inorganic Chemistry: Liebigs Annalen Bulletin des Sociétés Chimiques Belges Bulletin de la Société Chimique de France Gazzetta Chimica Italiana Recueil des Travaux Chimiques des Pays-Bas Anales de Química Chimika Chronika Revista Portuguesa de Química ACH—Models in Chemistry Polish Journal of Chemistry.