A Simple Synthesis of Alkyl 2-Aminobenzo[b]thiophene-3-carboxylates via an Unexpected Dehydrogenation of Alkyl 2-Amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylates

作者：Adib Mehdi^*; Bayanati Maryam; Soheilizad Mehdi; Ghazvini Helia Janatian; Tajbakhsh Mahmood; Amanlou Massoud

来源：Synlett, 2014, 25(20): 2918-2922.

DOI：10.1055/s-0034-1379475

• 2-aminobenzo[b]thiophene-3-carboxylates
• Gewald reaction
• cyclohexanones
• cyanoacetates
• benzonitrile
• dehydrogenation
• heterocycles

A simple method for the preparation of alkyl 2-aminobenzo[b]thiophene-3-carboxylates is described. Alkyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylates, generated from the Gewald three-component reaction between cyclohexanones, alkyl cyanoacetates and sulfur, undergo dehydrogenation in benzonitrile under an air atmosphere to afford alkyl 2-aminobenzo[b]thiophene-3-carboxylates in good to excellent yields.

• 出版日期2014-12