Author: Zhang, Qiongmei; Fang, Tong; Tong, Xiaofeng
Description: A novel [4+2] annulation between activated terminal alkynes and aza-dienes or oxo-dienes has been developed with the use of triphenylphosphine catalyst (20mol%), which provides a facile method for synthesis of the corresponding highly functionalized dihydropyridines or dihydropyrans in good to excellent yields. The reaction mechanism has also been established, consisting of formal hetero-Diels-Alder reaction catalyzed by PPh3 and [1,3]-proton transfer, which exhibits a large isotopic effect.
Subject headings: PPh Catalysis; Hetero-diene; [4+2] Annulations; Heterocycle; H-Transfer; Diels-Alder
Publication year: 2010
Journal or book title: Tetrahedron
Volume: 66
Issue: 40
Pages: 8095-8100
Find the full text: https://www.sciencedirect.com/science/article/pii/S0040402010010914
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Serial number: 3344