18907-08-9Relevant academic research and scientific papers
Regioselective 5-endo-dig Electrophilic Iodocyclization of Enediynes: A Convenient Route to Iodo-substituted Indenes and Cyclopenta-Fused Arenes
Saunthwal, Rakesh K.,Danodia, Abhinandan K.,Patel, Monika,Kumar, Sushil,Verma, Akhilesh K.
supporting information, p. 3001 - 3007 (2016/11/13)
An efficient iodine-mediated regioselective tandem approach for the synthesis of symmetric and asymmetric iodo-substituted indenes and stereoselective cyclopenta [b]pyridine/thiophenes from easily accessible enediynes that proceeds by in situ formation of an iodonium intermediate followed by a regioselective 5-endo-dig cyclization has been described. The intramolecular electrophilic iodocyclization was selectively triggered by a distribution of electronic density along the alkyne bond. Subsequently, the iodo-substituted indenes were diversified by employing palladium-catalyzed cross-coupling reactions and the coupled products were further confirmed by X-ray crystallographic studies.
Synthesis and structure of conjugated molecules with the benzofulvene core
Martinelli, Carmela,Cardone, Antonio,Pinto, Vita,Mastropasqua Talamo, Maurizio,D'Arienzo, Maria Luisa,Mesto, Ernesto,Schingaro, Emanuela,Scordari, Fernando,Naso, Francesco,Musio, Roberta,Farinola, Gianluca M.
, p. 3424 - 3427 (2014/07/21)
A general method to synthesize conjugated molecules with a benzofulvene core is reported. Up to four conjugated substituents have been introduced via a three-step sequence including (1) synthesis of 1,2-bis(arylethynyl)benzenes; (2) exo-dig electrophilic cyclization promoted by iodine; and (3) cross-coupling reaction of the resulting bis-iodobenzofulvenes with organoboron, organotin, or ethynyl derivatives under Pd catalysis. Structural aspects of the new compounds are discussed.
