Straightforward Synthesis of Novel Acene-Based Aryne Precursors

Rodríguez-Lojo, DiegoPeña Gil, DiegoPérez Meirás, María DoloresGuitián Rivera, Enrique2018-07-092018-07-092015-06-11Peña, D., Pérez, D., Rodríguez-Lojo, D., & Guitián, E. (2015). Straightforward Synthesis of Novel Acene-Based Aryne Precursors. Synlett, 26(11), 1633-1637. doi: 10.1055/s-0034-13810050936-5214http://hdl.handle.net/10347/16988Large polycyclic o-(trimethylsilyl)aryl triflates are easily obtained by reaction of commercially available bisaryne precursors with cyclopentadienones. The transformation involves controlled generation of one of the aryne functionalities, trapping by Diels–Alder reaction with a dienone, and chelotropic extrusion of CO. The newly synthesized triflates are precursors of acene-based arynes, including a didehydropentaceneeng© Georg Thieme Verlag Stuttgart · New YorkArynesPolycyclic aromatic hydrocarbonsAcenesDiels–Alder reactionCycloadditionsStraightforward Synthesis of Novel Acene-Based Aryne Precursorsjournal article10.1055/s-0034-13810051437-2096open access