Abstract
AbstractThe condensation of some thienyl carbonyl compounds with dimethyl methylsuccinate in presence of potassium t‐butoxide or sodium hydride gave predominantly the (E)‐half‐estersi. e., CO2CH3 group and thiophene ring in trans‐position. The nomenclature of cis/trans isomers used herein follows the IUPAC 1968 Tentative Rules, Section E, Fundamental Stereo‐chemistry, J. Org. Chem. 35, 2849 (1970). See also: J. E. Blackwood, C. J. Gladys, K. L. Loening, A. E. Petrarca, and J. E. Rush, J. Amer. chem. Soc. 90, 510 (1968); Introduction to Subject Index of Chem. Abstr. 66 (1963). 1a–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.
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