title: Photoinduced and N-bromosuccinimide-mediated cyclization of 2-azido-N-phenylacetamides.
abstract: An efficient synthesis of quinoxalin-2(1H)-ones or spiro[cyclohexene-1,2'-imidazol]-4'-ones has been achieved in moderate to high yields by the visible light-induced and N-bromosuccinimide-mediated cyclization reaction of 2-azido-N-phenylacetamides at ambient temperature. Both the regioselectivity and the speed of cyclization are affected by the substituents attached to the phenyl ring. For example, quinoxalin-2-ones are produced as the main products when the substrates bear electron-withdrawing groups at the para-position of the phenyl ring; in contrast, spiro[cyclohexene-1,2'-imidazol]-4'-ones are obtained as the main products when the substrates bear electron-donating groups at the para-position.
authors.affiliation: State Key Laboratory of Applied Organic Chemistry and Department of Chemistry, Lanzhou University, Lanzhou 730000, PR China.
authors.forename: Zhan-Shan
authors.initials: ZS
authors.lastname: Li
authors.forename: Wei-Xia
authors.initials: WX
authors.lastname: Wang
authors.forename: Ji-Dong
authors.initials: JD
authors.lastname: Yang
authors.forename: Yue-Wei
authors.initials: YW
authors.lastname: Wu
authors.forename: Wei
authors.initials: W
authors.lastname: Zhang