title: Thieno[3,4-b]pyrazines: synthesis, structure, and reactivity.
abstract: A general synthetic route has been developed for the efficient preparation of 2,3-disubstituted thieno[3,4-b]pyrazines. These methods eliminate problems in the preparation of the precursor 3,4-diaminothiophene and utilize alpha-diones prepared through the reaction of the appropriate organocuprates with oxalyl chloride. This combination allows the convenient preparation of thieno[3,4-b]pyrazine and its 2,3-disubstituted analogues (where substituent = methyl, hexyl, octyl, decyl, dodecyl, and phenyl) in high yield. Characterization of the structure and reactivity of this class of compounds is also described, including the results of structural, electrochemical, and pK(a) studies.
authors.affiliation: Department of Chemistry, North Dakota State University, Fargo 58105, USA.
authors.forename: Don D
authors.initials: DD
authors.lastname: Kenning
authors.forename: Kari A
authors.initials: KA
authors.lastname: Mitchell
authors.forename: Tessa R
authors.initials: TR
authors.lastname: Calhoun
authors.forename: Melanie R
authors.initials: MR
authors.lastname: Funfar
authors.forename: Daniel J
authors.initials: DJ
authors.lastname: Sattler
authors.forename: Seth C
authors.initials: SC
authors.lastname: Rasmussen