Quinolines Formation by Condensation of Heteroaromatic Ketones and 2-Aminobenzophenones under MW Irradiation

Microwave (MW) irradiation facilitated synthesis provides fast, safe, simple, and green reaction conditions. MW irradiation of 2‐aminobenzophenones with heteroaromatic ketones afforded quinolines via Friedlander condensation in high yields with intact halogen substituents for further modifications....

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Bibliographic Details
Published in:Bulletin of the Korean Chemical Society 2015, 36(11), , pp.2746-2749
Main Authors: Cho, Soo Kyung, Song, Ju Hyun, Lee, Eon Jin, Lee, Do-Hun, Hahn, Jung-Tai, Jung, Dai-Il
Format: Article
Language:English
Subjects:
5]diazocines
Dibenzo[b
Dibenzo[b,f][1,5]diazocines
Friedlander condensation
MW irradiation
Quinolines
Self-condensation
화학
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Summary:Microwave (MW) irradiation facilitated synthesis provides fast, safe, simple, and green reaction conditions. MW irradiation of 2‐aminobenzophenones with heteroaromatic ketones afforded quinolines via Friedlander condensation in high yields with intact halogen substituents for further modifications. Dibenzo[b,f][1,5]diazocines were found as minor products and in some instances as the only products as the result of self‐condensation of 2‐aminobenzophenones. Different acid catalysts were found to affect these cyclization processes. Mini library of quinolines and dibenzo[b,f][1,5]diazocines were created in order to understand the substituents effect on the reaction. Resultant quinolines and dibenzo[b,f][1,5]diazocines are anticipated to serve as an interesting library for high throughput screening of various biological applications.
ISSN:1229-5949
0253-2964
1229-5949
DOI:10.1002/bkcs.10557