Institut des Sciences Chimiques de Rennes UMR 6226 CNRS-Université de Rennes 1 "Organométalliques: Matériaux et Catalyse", 35042 Rennes Cedex, France.
Laboratoire de Synthèse Organique Asymétrique et Catalyse Homogène, (UR 11ES56), Université de Monastir , Faculté des Sciences de Monastir, avenue de l'environnement, Monastir 5000, Tunisia.
Org Lett. 2017 May 19;19(10):2584-2587. doi: 10.1021/acs.orglett.7b00900. Epub 2017 May 8.
Conditions allowing the palladium-catalyzed regioselective direct arylation of fulvene derivatives are reported. The nature of the aryl source exhibits an important influence on the yield. The reaction of fulvenes with aryl bromides gave poor yields, whereas the use of benzenesulfonyl chlorides gave rise to fulvenes arylated at C1- and C4-positions on the 5-membered ring in good yields. The reaction tolerates various substituents such as nitrile, nitro, fluoro, trifluoromethyl, chloro, or even bromo on the benzenesulfonyl chloride.
本文报道了钯催化富烯衍生物区域选择性直接芳基化的条件。芳基源的性质对产率有重要影响。富烯与芳基溴的反应产率较低,而使用苯磺酰氯则在五元环的 C1 和 C4 位得到高产率的芳基化富烯。该反应对苯磺酰氯上的各种取代基如氰基、硝基、氟、三氟甲基、氯甚至溴具有耐受性。