The STOBBE condensation with substituted succinic esters, part I. A Synthesis of Benzothiophene Derivatives

Autor: N. A. Al-Salman, N. R. El-Rayyes
Rok vydání: 1975
Předmět:
Zdroj: Journal f�r Praktische Chemie. 317:552-560
ISSN: 1521-3897
0021-8383
DOI: 10.1002/prac.19753170406
Popis: The condensation of some thienyl carbonyl compounds with dimethyl methylsuccinate in presence of potassium t-butoxide or sodium hydride gave predominantly the (E)-half-esters11a–d, which were cyclised to benzothiophene derivatives 2a–d. The (E)-dibasic acids 6a–d were converted to the corresponding anhydrides 7a–d, which upon methanolysis produced the isomeric half-esters 8a–d. Treatment of 6d with concentrated sulphuric acid gave the cyclic ketonic lactone 9 together with the fluorenone derivative 10.
Databáze: OpenAIRE