Ni-SPO-Al Catalyzed Stereoselective C−H Alkenylation of Quinazolinones with Alkynes to Prepare Trans-Isomers

IF 2.7 3区 化学 Q2 CHEMISTRY, ORGANIC European Journal of Organic Chemistry Pub Date : 2025-01-04 DOI:10.1002/ejoc.202401100
Yaqi Zhang, Qiang Ni, Long Jiang, Rihui Cao, Liqin Qiu
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Abstract

A stereoselective Ni−Al bimetal-catalyzed C−H alkenylation of quinazolinones with alkynes has been successfully developed. Good selectivity of Z-type quinazolinone products was obtained using readily available substrates, which exhibits a trans-configuration opposite to the conventional alkynylation reactions and improves the diversity of quinazolinone compounds. In addition, the reaction process was further explored through KIE and other control experiments, and a possible mechanism was proposed.

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Ni-SPO-Al催化喹唑啉酮与炔的立体选择性C-H烯基化制备反式异构体
成功地制备了一种立体选择性Ni - Al双金属催化的喹唑啉酮与炔烃的C - H烯化反应。在易获得的底物条件下,z型喹唑啉酮产物具有良好的选择性,与传统的烷基化反应相反,呈现反式构型,提高了喹唑啉酮化合物的多样性。此外,通过KIE等对照实验对反应过程进行了进一步探索,并提出了可能的机理。
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来源期刊
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.
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