Vinylogous functionalization of 4-alkylidene-5-aminopyrazoles with methyl trifluoropyruvates.

IF 2.1 4区 化学 Q2 CHEMISTRY, ORGANIC Beilstein Journal of Organic Chemistry Pub Date : 2025-03-10 eCollection Date: 2025-01-01 DOI:10.3762/bjoc.21.41
Judit Hostalet-Romero, Laura Carceller-Ferrer, Gonzalo Blay, Amparo Sanz-Marco, José R Pedro, Carlos Vila
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Abstract

A valuable vinylogous addition reaction between 4-alkylidene-5-aminopyrazoles and alkyl trifluoropyruvates leading to highly functionalized tertiary alcohols bearing a trifluoromethyl group and a pyrazole ring is presented. The corresponding trifluoromethyl alcohols are obtained in moderate to good yields (up to 80%) and high diastereoselectivity (up to 7:1).

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4-烷基烯-5-氨基吡唑与三氟丙酮酸甲酯的葡萄状官能化。
介绍了4-烷基基-5-氨基吡唑与烷基三氟丙酮酸酯之间的一个有价值的乙烯加成反应,得到了具有三氟甲基和吡唑环的高官能化叔醇。相应的三氟甲基醇以中高收率(可达80%)和高非对映选择性(可达7:1)得到。
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来源期刊
CiteScore
4.90
自引率
3.70%
发文量
167
审稿时长
1.4 months
期刊介绍: The Beilstein Journal of Organic Chemistry is an international, peer-reviewed, Open Access journal. It provides a unique platform for rapid publication without any charges (free for author and reader) – Platinum Open Access. The content is freely accessible 365 days a year to any user worldwide. Articles are available online immediately upon publication and are publicly archived in all major repositories. In addition, it provides a platform for publishing thematic issues (theme-based collections of articles) on topical issues in organic chemistry. The journal publishes high quality research and reviews in all areas of organic chemistry, including organic synthesis, organic reactions, natural product chemistry, structural investigations, supramolecular chemistry and chemical biology.
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