Hinsberg synthesis of thiophenes

Condensation of diethyl thiodiglycolate and a-diketones under basie eonditions, which provides 3,4-disubstituted thiophene-2,5-dicarbonyls upon hydrolysis of the crude ester product with aqueous acid. 

Name Reactions A Collection of Detailed Mechanisms and Synthetic Applications, DOI 10.1007/978-3-319-03979-4 133, Springer International Publishing Switzerland 2014 

Example 5, Polymer-support Hinsberg thiophene synthesis  

Gronowitz, S. In Thiophene and Its Derivatives, Part 1, Gronowitz, S., ed. Wiley-Interscience New York, 1985, pp 34 1. (Review). 

Mullins, R. J. Williams, D. R. Hinsberg Synthesis of Thiophene Derivatives. In Name Reactions in Heterocyclic Chemistry, Li, J. J., Ed. Wiley Hoboken, NJ, 2005, pp 199-206. (Review). 

---

Hinsberg synthesis of thiophene derivatives. Formation of thiophene carboxylic acids from a-diketones and dialkyl thiodiacetate. 

The classical Hinsberg synthesis of thiophenes has been applied to the preparation of 2,5-dicarbonylselenophenes (68) <87H(26)909> as shown in Equation (22). 

Hinsberg Synthesis of Thiophene Derivatives Hiyama (see Nozaki-Hiyama Coupling Reaction) Hoch-Campbell Aziridine Synthesis Hoesch (see Houben-Hoesch Reaction)... 

---