2026-08-31T12:11:35Zhttps://riubu.ubu.es/oai/request

oai:riubu.ubu.es:10259/45302021-11-10T09:38:25Zcom_10259_3593com_10259_5086com_10259_2604col_10259_3594

García García, Patricia Sanjuán Cortázar, Ana María Rashid, Muhammad A. Martínez Cuezva, Alberto Fernández Rodríguez, Manuel A. Rodríguez, Félix Sanz Díez, Roberto A convenient method for the preparation of synthetically useful 3- iodoindene derivatives has been developed. This protocol, based on the 5-endo iodocyclization reaction of o-(alkynyl)styrenes, represents one of the scarce examples of halocyclizations using olefins as nucleophilic counterparts and allows the synthesis of both 3-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 particularly interesting in their intramolecular version because they allow the synthesis of heteropolycyclic structures containing the indene core. Finally, the usefulness of the prepared 3-iodoindenes has been demonstrated by the synthesis of several polysubstituted indene derivatives through conventional palladium-catalyzed cross-coupling reactions and iodine−lithium exchange processes. 2017-07-13 2018-01-20 2017-01 info:eu-repo/semantics/article 0022-3263 http://hdl.handle.net/10259/4530 10.1021/acs.joc.6b02788 eng JOC, Journal of Organic Chemistry. 2017, V. 82, n. 2, p. 1155–1165 http://dx.doi.org/10.1021/acs.joc.6b02788 info:eu-repo/semantics/openAccess American Chemical Society