title: Intramolecular Conjugate Additions with Heterocyclic Olefins.
abstract: The intramolecular reactions of olefinic N-heterocycles have been studied. In triflic acid-promoted reactions, conjugate addition is observed with pyrazine-, 2-pyrimidine-, and 2-quinoxaline-based olefins and a phenyl group nucleophile. Markovnikov addition is observed with pyridine and 5-quinoxaline-based olefins. These results are in accordance with previous observations relating the type of addition-conjugate or Markovnikov-to the positions of olefinic substituents of the N-heterocycle.
authors.affiliation: Department of Chemistry and Biochemistry, Northern Illinois University , DeKalb, Illinois 60115, United States.
authors.forename: Kenneth N
authors.initials: KN
authors.lastname: Boblak
authors.affiliation: Department of Chemistry and Biochemistry, Northern Illinois University , DeKalb, Illinois 60115, United States.
authors.forename: Makafui
authors.initials: M
authors.lastname: Gasonoo
authors.affiliation: Department of Chemistry and Biochemistry, Northern Illinois University , DeKalb, Illinois 60115, United States.
authors.forename: Yiliang
authors.initials: Y
authors.lastname: Zhang
authors.affiliation: Department of Chemistry and Biochemistry, Northern Illinois University , DeKalb, Illinois 60115, United States.
authors.forename: Douglas A
authors.initials: DA
authors.lastname: Klumpp