2026-06-30T01:12:57Zhttps://riubu.ubu.es/oai/request

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

00925njm 22002777a 4500 dc García García, Patricia author Sanjuán Cortázar, Ana María author Rashid, Muhammad A. author Martínez Cuezva, Alberto author Fernández Rodríguez, Manuel A. author Rodríguez, Félix author Sanz Díez, Roberto author 2017-01 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. 0022-3263 http://hdl.handle.net/10259/4530 10.1021/acs.joc.6b02788 Synthesis of Functionalized 1H-Indenes and Benzofulvenes through Iodocyclization of o-(Alkynyl)styrenes