ChemInform Abstract: Visible‐Light‐Promoted Selenofunctionalization of Alkenes.

Abstract

Visible-Light-Promoted Selenofunctionalization of Alkenes. -The novel convenient method for the seleno-and tellurofunctionalization of alkenes is based on the visible-light-promoted in situ generation of chalcogen electrophiles. The synthetic potential is demonstrated in various intra-and intermolecular processes including a short synthesis of the racemic Amaryllidaceae alkaloid γ-lycorane (XXI). -(CONNER, E. S.; CROCKER, K. E.; FERNANDO, R. G.; FRONCZEK, F. R.; STANLEY, G. G.; RAGAINS*, J. R.; Org. Lett. 15 (2013) 21, 5558-5561, http://dx.doi.org/10.1021/ol402753u ; Dep. Chem., La. State Univ., Baton Rouge, LA 70803, USA; Eng.) -Mais 13-213

Recent advances in tandem selenocyclization and tellurocyclization with alkenes and alkynes

“…In 2013, Ragains and co-workers reported a visible lightpromoted selenocyclization of alkenes at room temperature (Scheme 19). 28 In this reaction, bench-stable PhSeSePh is combined with CBr 4 under the irradiation of a 5 W blue light-emitting diode (LED), resulting in the in situ generation of reactive PhSeBr. This reaction showed a broad substrate scope, generating O-heterocycles in high yields along with N-heterocycles in moderate to high yields.…”