1256937-30-0Relevant articles and documents
Synthesis and reactivity of 3-alkynyldihydroselenophene derivatives
Rosario, Alisson R.,Schumacher, Ricardo F.,Gay, Bibiana M.,Menezes, Paulo H.,Zeni, Gilson
supporting information; experimental part, p. 5601 - 5606 (2010/12/25)
We present herein our results on the synthesis of 3- alkynyldihydroselenophenes by palladium-catalyzed Sonogashira cross-coupling of 3-iododihydroselenophenes with different alkynes under mild conditions in good to excellent yields. The developed protocol tolerated a wide range of functional groups in the dihydroselenophenes and alkynes. These 3- alkynyldihydroselenophenes, bearing the chalcogen group, underwent highly selective intramolecular cyclizations when treated with I2 to afford fused dihydroselenophene[2,3,b]selenophene rings. In addition, 3-alkynyldihydroselenophene obtained by this methodology was also submitted to an oxidative reaction by using DDQ to give the aromatic selenophene in moderated yields. The synthesis of a variety 3-alkynyldihydroselenophenes by palladium-catalyzed Sonogashira cross-coupling of 3-iododihydroselenophenes under mild conditions in good to excellent yields is reported.These 3-alkynyldihydroselenophenes, bearing the chalcogen group, underwent highly selective intramolecular cyclizations when treated with I2 to afford fused dihydroselenophene[2,3,b]selenophene rings.
