One-pot synthesis of fully substituted 1,3,4-oxadiazole derivatives from aromatic carboxylic acids, cyclobutanone and N -isocyaniminotriphenylphosphorane

Mohsen VALIZADEH HOLAGH; Abel Mohammadali oglu MAHARRAMOV

doi:https://doi.org/10.3906/zoo-1202-16

Article Details

One-pot synthesis of fully substituted 1,3,4-oxadiazole derivatives from aromatic carboxylic acids, cyclobutanone and N -isocyaniminotriphenylphosphorane

Authors:

Mohsen VALIZADEH HOLAGH | Abel Mohammadali oglu MAHARRAMOV

Publisher:

TUBITAK

Main Topics:

Applied physics

Journal:

Turkish Journal of Chemistry 2012 Vol.36 Issue 1, pp.179-188

Document Type:

Article

Publication Date:

12/2011

Document Language:

English

Document ID (Org No.):

2000727710

Frequency:

Bimonthly

eISSN:

1303-6130

pISSN:

1300-0527

DOI:

https://doi.org/10.3906/zoo-1202-16

Abstract:

 

Reactions of N-isocyaniminotriphenylphosphorane with  cyclobutanone in the presence of aromatic (or heteroaromatic)  carboxylic acids proceeded smoothly at room temperature and in neutral  conditions to afford sterically congested 1-(5-aryl-1,3,4-oxadiazol-2-yl)-  1-cyclobutanol derivatives in high yields.  The reaction proceeded  smoothly and cleanly under mild conditions and no side reactions were  observed.  The structures of the products were deduced from their IR,  1HNMR, and 13CNMR spectra, and mass spectrometry.

 

Reactions of N-isocyaniminotriphenylphosphorane with  cyclobutanone in the presence of aromatic (or heteroaromatic)  carboxylic acids proceeded smoothly at room temperature and in neutral  conditions to afford sterically congested 1-(5-aryl-1,3,4-oxadiazol-2-yl)-  1-cyclobutanol derivatives in high yields.  The reaction proceeded  smoothly and cleanly under mild conditions and no side reactions were  observed.  The structures of the products were deduced from their IR,  1HNMR, and 13CNMR spectra, and mass spectrometry.

Article Details

One-pot synthesis of fully substituted 1,3,4-oxadiazole derivatives from aromatic carboxylic acids, cyclobutanone and N -isocyaniminotriphenylphosphorane

Authors: Mohsen VALIZADEH HOLAGH | Abel Mohammadali oglu MAHARRAMOV

Publisher: TUBITAK

Main Topics: Applied physics

Journal: Turkish Journal of Chemistry 2012 Vol.36 Issue 1, pp.179-188

Document Type: Article

Publication Date: 12/2011

Document Language: English

Document ID (Org No.): 2000727710

Frequency: Bimonthly

eISSN: 1303-6130

pISSN: 1300-0527

DOI: https://doi.org/10.3906/zoo-1202-16

Issues

Authors:

Mohsen VALIZADEH HOLAGH | Abel Mohammadali oglu MAHARRAMOV

Publisher:

TUBITAK

Main Topics:

Applied physics

Journal:

Turkish Journal of Chemistry 2012 Vol.36 Issue 1, pp.179-188

Document Type:

Article

Publication Date:

12/2011

Document Language:

English

Document ID (Org No.):

2000727710

Frequency:

Bimonthly

eISSN:

1303-6130

pISSN:

1300-0527

DOI:

https://doi.org/10.3906/zoo-1202-16