title: Synthesis of 2,5-asymmetrically substituted 3,4-diaminothieno[2,3-b]thiophenes by domino reaction.
abstract: A convenient one pot synthesis of 2,5-asymmetrically substituted thieno[2,3-b]thiophenes is developed. The method is based on consecutive domino reactions (SN2 reaction → Thorpe-Ziegler reaction) using malononitrile and carbon disulfide as starting materials with the generation of potassium 2,2-dicyanoethene-1,1-bis(thiolate) in a solution. The high yield of the target thienothiophenes was achieved using the Ziegler dilution effect.
authors.affiliation: N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences , 119991 Moscow, Russian Federation.
authors.forename: Andrey A
authors.initials: AA
authors.lastname: Zubarev
authors.forename: Natalia A
authors.initials: NA
authors.lastname: Larionova
authors.forename: Lyudmila A
authors.initials: LA
authors.lastname: Rodinovskaya
authors.forename: Valery Yu
authors.initials: VY
authors.lastname: Mortikov
authors.forename: Anatoliy M
authors.initials: AM
authors.lastname: Shestopalov
mesh_terms: D002246:Carbon Disulfide / Q000737:chemistry*; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry*; D013876:Thiophenes / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D009570:Nitriles; D013876:Thiophenes; C000945:dicyanmethane; D002246:Carbon Disulfide