Laboratoire de Synthèse Organique Sélective et Hétérocyclique-Evaluation de l'Activité Biologique, Faculté des Sciences de Tunis, Université de Tunis El Manar, Tunis 2092, Tunisie.
Institut Lavoisier de Versailles, Université Paris-Saclay, UVSQ, CNRS, 78035 Versailles, France.
Molecules. 2017 Dec 8;22(12):2171. doi: 10.3390/molecules22122171.
A Barbier reaction-Heck arylation sequence from α-bromomethylbutenolide to fused tri and tetracyclic lactones has been developed. The first step involving a Barbier reaction enabled installing -bromoaromatics in α-ylidene γ-lactones. The latter substrates were subjected to intramolecular Heck reaction conditions which selectively afforded 6,5,5 or 6,6,5 fused ring systems depending on the nature of the base employed.
已开发出从α-溴甲基丁内酯到稠合的三环和四环内酯的 Barbier-Heck 芳基化序列。第一步涉及 Barbier 反应,可在α-亚烯基γ-内酰胺中安装 -溴芳烃。随后的底物在分子内 Heck 反应条件下进行反应,根据所使用的碱的性质,选择性地得到 6,5,5 或 6,6,5 稠合环系统。