Thieno[3,4-b]pyrazines: Synthesis, Structure, and Reactivity
DD Kenning, KA Mitchell, TR Calhoun… - The Journal of …, 2002 - ACS Publications
DD Kenning, KA Mitchell, TR Calhoun, MR Funfar, DJ Sattler, SC Rasmussen
The Journal of Organic Chemistry, 2002•ACS PublicationsA 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 α-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 …
disubstituted thieno [3, 4-b] pyrazines. These methods eliminate problems in the preparation
of the precursor 3, 4-diaminothiophene and utilize α-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 …
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 α-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 pKa studies.
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