RT info:eu-repo/semantics/article T1 Synthesis of Functionalized 1H-Indenes and Benzofulvenes through Iodocyclization of o-(Alkynyl)styrenes A1 García García, Patricia A1 Sanjuán Cortázar, Ana María A1 Rashid, Muhammad A. A1 Martínez Cuezva, Alberto A1 Fernández Rodríguez, Manuel A. A1 Rodríguez, Félix A1 Sanz Díez, Roberto K1 Química orgánica K1 Chemistry, Organic AB A convenient method for the preparation of synthetically useful 3-iodoindene derivatives has been developed. This protocol, based on the 5-endoiodocyclization reaction of o-(alkynyl)styrenes, represents one of the scarce examples ofhalocyclizations using olefins as nucleophilic counterparts and allows the synthesis of both3-iodo-1H-indenes (from β-alkyl-β-alkyl/aryl-o-(alkynyl)styrenes) and 3-iodobenzofulvenes(from β,β-diaryl-o-(alkynyl)styrenes) in good yields under mild reaction conditions.In addition, related alkoxyiodocyclization processes are described, which are particularlyinteresting in their intramolecular version because they allow the synthesis ofheteropolycyclic structures containing the indene core. Finally, the usefulness of theprepared 3-iodoindenes has been demonstrated by the synthesis of several polysubstitutedindene derivatives through conventional palladium-catalyzed cross-coupling reactions andiodine−lithium exchange processes. PB American Chemical Society SN 0022-3263 YR 2017 FD 2017-01 LK http://hdl.handle.net/10259/4530 UL http://hdl.handle.net/10259/4530 LA eng NO Ministerio de Economiá yCompetitividad (MINECO) and FEDER (CTQ2013-48937-C2-1P) and Junta de Castilla y León (BU237U13 andBU076U16) DS Repositorio Institucional de la Universidad de Burgos RD 23-nov-2024