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SYNTHESIS OF N-HETEROPOLYCYCLIC COMPOUNDS INCLUDING QUINAZOLINONE SKELETON USING FRIEDEL-CRAFTS ALKYLATION
- Authors
- Oh, Bu Keun; Ko, Eun Bi; Han, Jin Wook; Oh, Chang Ho
- Issue Date
- Jan-2015
- Publisher
- Marcel Dekker Inc.
- Keywords
- Friedel-Crafts alkylation; Knoevenagel condensation; N-heteropolycycle; quinazolinone
- Citation
- Synthetic Communications, v.45, no.6, pp 768 - 776
- Pages
- 9
- Indexed
- SCI
SCIE
SCOPUS
- Journal Title
- Synthetic Communications
- Volume
- 45
- Number
- 6
- Start Page
- 768
- End Page
- 776
- ISSN
- 0039-7911
1532-2432
- 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.
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Related Researcher
- Han, Jin Wook
- COLLEGE OF NATURAL SCIENCES (DEPARTMENT OF CHEMISTRY)