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Publikācija: Cyclization of Diaryl(hetaryl)alkynes under Selenobromination Conditions: Regioselectivity and Mechanistic Studies

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Publikācijas valoda English (en)
Nosaukums oriģinālvalodā Cyclization of Diaryl(hetaryl)alkynes under Selenobromination Conditions: Regioselectivity and Mechanistic Studies
Pētniecības nozare 1. Dabaszinātnes
Pētniecības apakšnozare 1.4. Ķīmija
Autori E. Paegle
Sergejs Beļakovs
M. Petrova
E. Liepiņš
P. Arsenyan
Atslēgas vārdi Cyclization, Selenobromination Conditions, Alkynes
Anotācija The cyclization of substituted diaryl(hetaryl)alkynes with in-situ-prepared SeBr4 has been achieved. The use of an alkene additive as a bromine scavenger gives simple access to functionalized benzo[b]selenophene and selenophenothiophene derivatives from commercially available or easily accessible starting materials. The reactions can be performed in air without the use of moisture-sensitive reagents, dry solvents, or an inert atmosphere. Mechanistic studies confirmed a regioselective anti 1,2-addition in the selenobromination step, and a subsequent electrophilic substitution in the aromatic ring to complete the cyclization.
DOI: 10.1002/ejoc.201500431
Hipersaite: http://onlinelibrary.wiley.com/doi/10.1002/ejoc.201500431/abstract 
Atsauce Paegle, E., Beļakovs, S., Petrova, M., Liepiņš, E., Arsenyan, P. Cyclization of Diaryl(hetaryl)alkynes under Selenobromination Conditions: Regioselectivity and Mechanistic Studies. European Journal of Organic Chemistry, 2015, Iss.20, 4389.-4399.lpp. e-ISSN 1099-0690. Pieejams: doi:10.1002/ejoc.201500431
ID 21411