- Communications Faculty of Sciences University Ankara Series B Chemistry and Chemical Engineering
- Vol: 31
- STOBBE CONDENSATION INVOLVING DIETHYL DIGLYCOLLATE WITH FURAN 2-ALDEHYDE AND THIOPHENE-2-ALDEHYDE SY...
STOBBE CONDENSATION INVOLVING DIETHYL DIGLYCOLLATE WITH FURAN 2-ALDEHYDE AND THIOPHENE-2-ALDEHYDE SYNTHESIS OF CYCLOPENTENO-FURAN AND CYCLOPENTENO- THIOPHENE DERIVATIVES
Authors : E. I. Enayat
Pages : 0-0
Doi:10.1501/Commub_0000000243
View : 7 | Download : 5
Publication Date : 1985-01-01
Article Type : Research
Abstract :Diethyl diglycollate condenses with furan -2-aldehyde and thiophene-2- aldehyde in pre¬sence of sodium hydride to give predominantly the (Z)-half ester (la, b) together with small amo- unts of the (E)-half ester (2a, b). The structure of the (E)-half esters was based on their cycliza- tion to cyclopenteno-furan and cyclopentenothiophene derivatives (5a, b) respectively, as well as on spectroscopic evidence. The ratio of isomers has been interpreted in terms of the relative ease of formaticn of the S-lactone intermediates. Diethyl diglycollate condenses with furan-2-aldehyde and thiophene -2-aldehyde in presence of sodium hydride to give predominantly the (Z) half ester (la, b) together with small amounts of the (E)-half ester (2a, b). The structure of the (E)-half esters was based on their cycliza- tion to cyclopenteno-furan and cyclopentenothiophene derivatives (5a, b) respectively, as well as on spectroscopic evidence.Keywords : STOBBE CONDENSATION, INVOLVING DIETHYL, DIGLYCOLLATE