STOBBE CONDENSATION INVOLVING DIETHYL DIGLYCOLLATE WITH FURAN 2-ALDEHYDE AND THIOPHENE-2-ALDEHYDE SYNTHESIS OF CYCLOPENTENO-FURAN AND CYCLOPENTENO- THIOPHENE DERIVATIVES

E.ı. Enayat

doi:10.1501/Commub_0000000243

EN

STOBBE CONDENSATION INVOLVING DIETHYL DIGLYCOLLATE WITH FURAN 2-ALDEHYDE AND THIOPHENE-2-ALDEHYDE SYNTHESIS OF CYCLOPENTENO-FURAN AND CYCLOPENTENO- THIOPHENE DERIVATIVES

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

References

Communications Faculty of Sciences University of Ankara Series B Chemistry and Chemical Engineering

Details

Primary Language

English

Subjects

Chemical Engineering

Journal Section

Research Article

Authors

E.ı. Enayat This is me
Türkiye

Publication Date

January 1, 1985

Submission Date

January 1, 1985

Acceptance Date

-

Published in Issue

Year 1985 Volume: 31

DOI

https://doi.org/10.1501/Commub_0000000243

IZ

https://izlik.org/JA95AU93ZM

Cite

RIS / Bibtex

APA

Enayat, E. (1985). STOBBE CONDENSATION INVOLVING DIETHYL DIGLYCOLLATE WITH FURAN 2-ALDEHYDE AND THIOPHENE-2-ALDEHYDE SYNTHESIS OF CYCLOPENTENO-FURAN AND CYCLOPENTENO- THIOPHENE DERIVATIVES. Communications Faculty of Sciences University of Ankara Series B Chemistry and Chemical Engineering, 31. https://doi.org/10.1501/Commub_0000000243

AMA

1.Enayat E. STOBBE CONDENSATION INVOLVING DIETHYL DIGLYCOLLATE WITH FURAN 2-ALDEHYDE AND THIOPHENE-2-ALDEHYDE SYNTHESIS OF CYCLOPENTENO-FURAN AND CYCLOPENTENO- THIOPHENE DERIVATIVES. Commun. Fac. Sci. Univ. Ank. Ser. B. 1985;31. doi:10.1501/Commub_0000000243

Chicago

Enayat, E.ı. 1985. “STOBBE CONDENSATION INVOLVING DIETHYL DIGLYCOLLATE WITH FURAN 2-ALDEHYDE AND THIOPHENE-2-ALDEHYDE SYNTHESIS OF CYCLOPENTENO-FURAN AND CYCLOPENTENO- THIOPHENE DERIVATIVES”. Communications Faculty of Sciences University of Ankara Series B Chemistry and Chemical Engineering 31 (January). https://doi.org/10.1501/Commub_0000000243.

EndNote

Enayat E (January 1, 1985) STOBBE CONDENSATION INVOLVING DIETHYL DIGLYCOLLATE WITH FURAN 2-ALDEHYDE AND THIOPHENE-2-ALDEHYDE SYNTHESIS OF CYCLOPENTENO-FURAN AND CYCLOPENTENO- THIOPHENE DERIVATIVES. Communications Faculty of Sciences University of Ankara Series B Chemistry and Chemical Engineering 31

IEEE

[1]E. Enayat, “STOBBE CONDENSATION INVOLVING DIETHYL DIGLYCOLLATE WITH FURAN 2-ALDEHYDE AND THIOPHENE-2-ALDEHYDE SYNTHESIS OF CYCLOPENTENO-FURAN AND CYCLOPENTENO- THIOPHENE DERIVATIVES”, Commun. Fac. Sci. Univ. Ank. Ser. B, vol. 31, Jan. 1985, doi: 10.1501/Commub_0000000243.

ISNAD

Enayat, E.ı. “STOBBE CONDENSATION INVOLVING DIETHYL DIGLYCOLLATE WITH FURAN 2-ALDEHYDE AND THIOPHENE-2-ALDEHYDE SYNTHESIS OF CYCLOPENTENO-FURAN AND CYCLOPENTENO- THIOPHENE DERIVATIVES”. Communications Faculty of Sciences University of Ankara Series B Chemistry and Chemical Engineering 31 (January 1, 1985). https://doi.org/10.1501/Commub_0000000243.

JAMA

1.Enayat E. STOBBE CONDENSATION INVOLVING DIETHYL DIGLYCOLLATE WITH FURAN 2-ALDEHYDE AND THIOPHENE-2-ALDEHYDE SYNTHESIS OF CYCLOPENTENO-FURAN AND CYCLOPENTENO- THIOPHENE DERIVATIVES. Commun. Fac. Sci. Univ. Ank. Ser. B. 1985;31. doi:10.1501/Commub_0000000243.

MLA

Enayat, E.ı. “STOBBE CONDENSATION INVOLVING DIETHYL DIGLYCOLLATE WITH FURAN 2-ALDEHYDE AND THIOPHENE-2-ALDEHYDE SYNTHESIS OF CYCLOPENTENO-FURAN AND CYCLOPENTENO- THIOPHENE DERIVATIVES”. Communications Faculty of Sciences University of Ankara Series B Chemistry and Chemical Engineering, vol. 31, Jan. 1985, doi:10.1501/Commub_0000000243.

Vancouver

1.E.ı. Enayat. STOBBE CONDENSATION INVOLVING DIETHYL DIGLYCOLLATE WITH FURAN 2-ALDEHYDE AND THIOPHENE-2-ALDEHYDE SYNTHESIS OF CYCLOPENTENO-FURAN AND CYCLOPENTENO- THIOPHENE DERIVATIVES. Commun. Fac. Sci. Univ. Ank. Ser. B. 1985 Jan. 1;31. doi:10.1501/Commub_0000000243