An Approach to the Selenobromination of Aryl(thienyl)alkynes: Access to 3-Bromobenzo[b]selenophenes and Selenophenothiophenes

European Journal of Organic Chemistry 2014
E. Paegle, Sergejs Beļakovs, P. Arsenjans

A novel approach for the cyclization of arylalkynes with selenium(IV) bromide prepared in situ has been elaborated. The use of an alkene additive as a bromine scavenger provides a convenient synthetic pathway for the synthesis of a wide variety of 3-bromobenzo[b]selenophenes. Reactions can be performed open to air without the use of moisture-sensitive reagents, anhydrous solvents, or an inert atmosphere. Selenobromination of ethynylthiophenes has been applied for the preparation of selenopheno[3,2-b]- and selenopheno[2,3-b]thiophenes. The molecular structures of representative derivatives have been confirmed by X-ray crystallographic analysis.

Atslēgas vārdi
Heterocycles, Selenophenes, Selenium, Bromination , Cyclization
DOI
10.1002/ejoc.201402095
Hipersaite
http://onlinelibrary.wiley.com/doi/10.1002/ejoc.201402095/abstract

Paegle, E., Beļakovs, S., Arsenjans, P. An Approach to the Selenobromination of Aryl(thienyl)alkynes: Access to 3-Bromobenzo[b]selenophenes and Selenophenothiophenes. European Journal of Organic Chemistry, 2014, Iss.18, 3831.-3840.lpp. e-ISSN 1099-0690. Pieejams: doi:10.1002/ejoc.201402095

Publikācijas valoda
English (en)