Design and synthesis of new naphtho[2,1-$b$]pyrano [2,3-$d$]pyrimidinones under classical and microwave conditions

Authors

MAHER CHERIF
MARIEM DEBBABI
SARRA CHORTANI
ANIS ROMDHANE
HICHEM BEN JANNET

Abstract

A fast and efficient method for the synthesis of naphthopyranopyrimidinones derivatives in excellent yields was developed through cyclocondensation reaction between previously prepared pyrimidinic hydrazides and some electrophilic species such as 2,4-pentanedione, 2,5-hexanedione, cyclic anhydrides, and phenylthioisocyanate under microwave irradiation. Compared to the conventional methods applied, it was found that better yields and shorter reaction times were achieved using microwave-assisted synthesis. Structures of all synthesized compounds were established on the basis of spectroscopic methods including $^{1}$H NMR, $^{13}$C NMR, and HRMS-ES.

DOI

10.3906/kim-1803-84

Keywords

Pyrimidinic hydrazides, cyclocondensation, naphthopyranopyrimidinones derivatives, conventional synthesis, microwave-assisted synthesis

First Page

1623

Last Page

1639

Recommended Citation

CHERIF, MAHER; DEBBABI, MARIEM; CHORTANI, SARRA; ROMDHANE, ANIS; and JANNET, HICHEM BEN (2018) "Design and synthesis of new naphtho[2,1-$b$]pyrano [2,3-$d$]pyrimidinones under classical and microwave conditions," Turkish Journal of Chemistry: Vol. 42: No. 6, Article 13. https://doi.org/10.3906/kim-1803-84
Available at: https://journals.tubitak.gov.tr/chem/vol42/iss6/13