2026-04-27T11:47:29Zhttps://riubu.ubu.es/oai/requestoai:riubu.ubu.es:10259/45302021-11-10T09:38:25Zcom_10259_3593com_10259_5086com_10259_2604col_10259_3594
García García, Patricia
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500
Sanjuán Cortázar, Ana María
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Rashid, Muhammad A.
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500
Martínez Cuezva, Alberto
344
500
Fernández Rodríguez, Manuel A.
174
500
Rodríguez, Félix
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Sanz Díez, Roberto
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2017-07-13T11:36:37Z
2018-01-20T03:45:07Z
2017-01
0022-3263
http://hdl.handle.net/10259/4530
10.1021/acs.joc.6b02788
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.
Ministerio de Economiá y
Competitividad (MINECO) and FEDER (CTQ2013-48937-
C2-1P) and Junta de Castilla y León (BU237U13 and
BU076U16)
application/pdf
eng
American Chemical Society
JOC, Journal of Organic Chemistry. 2017, V. 82, n. 2, p. 1155–1165
http://dx.doi.org/10.1021/acs.joc.6b02788
Química orgánica
Chemistry, Organic
Synthesis of Functionalized 1H-Indenes and Benzofulvenes through Iodocyclization of o-(Alkynyl)styrenes
info:eu-repo/semantics/article
info:eu-repo/semantics/acceptedVersion
info:eu-repo/semantics/openAccess
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oai:riubu.ubu.es:10259/4530
2021-11-10 10:38:25.111
Repositorio Institucional de la Universidad de Burgos
bubrep@ubu.es
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