1256498-64-2Relevant academic research and scientific papers
Synthesis of Functionalized 1H-Indenes and Benzofulvenes through Iodocyclization of o-(Alkynyl)styrenes
García-García, Patricia,Sanjuán, Ana M.,Rashid, Muhammad A.,Martínez-Cuezva, Alberto,Fernández-Rodríguez, Manuel A.,Rodríguez, Félix,Sanz, Roberto
, p. 1155 - 1165 (2018/06/18)
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.
Halocyclization of o-(alkynyl)styrenes. Synthesis of 3-halo-1H-indenes
Sanz, Roberto,Martinez, Alberto,Garcia-Garcia, Patricia,Fernandez-Rodriguez, Manuel A.,Rashid, Muhammad A.,Rodriguez, Felix
supporting information; experimental part, p. 7427 - 7429 (2010/11/18)
o-(Alkynyl)styrenes undergo halocarbocyclization processes via a 5-endo-dig ring closure. By this strategy an efficient synthesis of 3-halo-1H-indene derivatives has been developed.
