ISSN:
0021-8383
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The 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.
Additional Material:
5 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/prac.19753170406
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