SYNTHESIS OF N-HETEROPOLYCYCLIC COMPOUNDS INCLUDING QUINAZOLINONE SKELETON USING FRIEDEL-CRAFTS ALKYLATION

Title
SYNTHESIS OF N-HETEROPOLYCYCLIC COMPOUNDS INCLUDING QUINAZOLINONE SKELETON USING FRIEDEL-CRAFTS ALKYLATION
Authors
오창호
Keywords
Friedel–Crafts alkylation; Knoevenagel condensation; N-heteropolycycle; quinazolinone
Issue Date
2015-01
Publisher
TAYLOR & FRANCIS INC
Citation
SYNTHETIC COMMUNICATIONS, v. 45, NO 6, Page. 758-776
Abstract
A simple method to synthesize N-heteropolycyclic quinazolinones was developed including Knoevenagel condensation of quinazolines and aldehydes and Friedel-Craft alkylation as key steps. Knoevenagel reaction of 2-methyl-3-phenylquinazolin-4(3H)-one proceeded smoothly under a basic condition and subsequent Friedel-Craft alkylation with BrOnsted acid gave the N-heteropolycyclic quinazolinones in good yields. Furthermore, these new polycyclic compounds were converted into organic molecules having a long -conjugation system by treatment of 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) to utilize them as organic dyes.
URI
http://hdl.handle.net/20.500.11754/21641http://www.tandfonline.com/doi/full/10.1080/00397911.2014.987353?scroll=top&needAccess=true
ISSN
0039-7911
DOI
http://dx.doi.org/10.1080/00397911.2014.987353
Appears in Collections:
COLLEGE OF NATURAL SCIENCES[S](자연과학대학) > CHEMISTRY(화학과) > Articles
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