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Quinolines Formation by Condensation of Heteroaromatic Ketones and 2‐Aminobenzophenones under MW Irradiation
Author(s) -
Cho Soo Kyung,
Song Ju Hyun,
Lee Eon Jin,
Lee DoHun,
Hahn JungTai,
Jung DaiIl
Publication year - 2015
Publication title -
bulletin of the korean chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.237
H-Index - 59
ISSN - 1229-5949
DOI - 10.1002/bkcs.10557
Subject(s) - chemistry , condensation , microwave irradiation , halogen , catalysis , irradiation , combinatorial chemistry , condensation reaction , medicinal chemistry , photochemistry , organic chemistry , alkyl , physics , nuclear physics , thermodynamics
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.