Martinelli Carmela, Cardone Antonio, Pinto Vita, Mastropasqua Talamo Maurizio, D'arienzo Maria Luisa, Mesto Ernesto, Schingaro Emanuela, Scordari Fernando, Naso Francesco, Musio Roberta, Farinola Gianluca M
Istituto di Chimica dei Composti OrganoMetallici (ICCOM) - Consiglio Nazionale delle Ricerche CNR, Via Orabona, 4 - 70125 Bari, Italy.
Org Lett. 2014 Jul 3;16(13):3424-7. doi: 10.1021/ol5015366. Epub 2014 Jun 24.
A general method to synthesize conjugated molecules with a benzofulvene core is reported. Up to four conjugated substituents have been introduced via a three-step sequence including (1) synthesis of 1,2-bis(arylethynyl)benzenes; (2) exo-dig electrophilic cyclization promoted by iodine; and (3) cross-coupling reaction of the resulting bis-iodobenzofulvenes with organoboron, organotin, or ethynyl derivatives under Pd catalysis. Structural aspects of the new compounds are discussed.
报道了一种合成具有苯并富烯核心的共轭分子的通用方法。通过三步反应引入了多达四个共轭取代基,包括:(1)1,2-双(芳基乙炔基)苯的合成;(2)碘促进的外向亲电环化反应;(3)所得双碘苯并富烯与有机硼、有机锡或乙炔基衍生物在钯催化下的交叉偶联反应。讨论了新化合物的结构特点。