title: An efficient synthesis of N-substituted 3-nitrothiophen-2-amines.
abstract: A novel protocol for the synthesis of 3-nitro-N-aryl/alkylthiophen-2-amines in good yields from the reaction of α-nitroketene N,S-aryl/alkylaminoacetals and 1,4-dithiane-2,5-diol in the presence of K2CO3 in refluxing ethanol is described. This transformation generates two C-C bonds in a single operation and presumably proceeds through a reaction sequence comprising 2-mercaptoacetaldehyde generation, nucleophilic carbonyl addition, annelation and elimination steps.
authors.affiliation: Department of Organic Chemistry, School of Chemistry, Madurai Kamaraj University,Madurai - 625021, Tamil Nadu, India.
authors.forename: Sundaravel
authors.initials: S
authors.lastname: Vivek Kumar
authors.affiliation: Department of Organic Chemistry, School of Chemistry, Madurai Kamaraj University,Madurai - 625021, Tamil Nadu, India.
authors.forename: Shanmugam
authors.initials: S
authors.lastname: Muthusubramanian
authors.affiliation: Departmento de Química Orgánica y Farmacéutica, Facultad de Farmacia, Universidad Complutense, 28040 Madrid, Spain.
authors.forename: J Carlos
authors.initials: JC
authors.lastname: Menéndez
authors.affiliation: Department of Organic Chemistry, School of Chemistry, Madurai Kamaraj University,Madurai - 625021, Tamil Nadu, India.
authors.forename: Subbu
authors.initials: S
authors.lastname: Perumal
keywords: C–C bond generation; nitroarenes; nitroketene acetals; sulfur heterocycles