title: Cycloadditions of noncomplementary substituted 1,2,3-triazines.
abstract: The scope of the [4 + 2] cycloaddition reactions of substituted 1,2,3-triazines, bearing noncomplementary substitution with electron-withdrawing groups at C4 and/or C6, is described. The studies define key electronic and steric effects of substituents impacting the reactivity, mode (C4/N1 vs C5/N2), and regioselectivity of the cycloaddition reactions of 1,2,3-triazines with amidines, enamines, and ynamines, providing access to highly functionalized heterocycles.
authors.affiliation: Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute , 10550 North Torrey Pines Road, La Jolla, California 92037, United States.
authors.forename: Erin D
authors.initials: ED
authors.lastname: Anderson
authors.forename: Adam S
authors.initials: AS
authors.lastname: Duerfeldt
authors.forename: Kaicheng
authors.initials: K
authors.lastname: Zhu
authors.forename: Christopher M
authors.initials: CM
authors.lastname: Glinkerman
authors.forename: Dale L
authors.initials: DL
authors.lastname: Boger
mesh_terms: D061565:Cycloaddition Reaction; D015394:Molecular Structure; D013237:Stereoisomerism; D014227:Triazines / Q000737:chemistry*
chemical_list: D014227:Triazines