TY - JOUR
T1 - Recent Advances in One-Pot Modular Synthesis of 2-Quinolones
AU - Hong, Wan Pyo
AU - Shin, Inji
AU - Lim, Hee Nam
N1 - Publisher Copyright:
© 2020, MDPI. All rights reserved.
PY - 2020/11/1
Y1 - 2020/11/1
N2 - It is known that 2-quinolones are broadly applicable chemical structures in medicinal and agrochemical research as well as various functional materials. A number of current publications about their synthesis and their applications emphasize the importance of these small molecules. The early synthetic chemistry originated from the same principle of the classical Friedländer and Knorr procedures for the preparation of quinolines. The analogous processes were developed by applying new synthetic tools such as novel catalysts, the microwave irradiation method, etc., whereas recent innovations in new bond forming reactions have allowed for novel strategies to construct the core structures of 2-quinolones beyond the bond disconnections based on two classical reactions. Over the last few decades, some reviews on structure-based, catalyst-based, and bioactivity-based studies have been released. In this focused review, we extensively surveyed recent examples of one-pot reactions, particularly in view of modular approaches. Thus, the contents are categorized as three major sections (two-, three-, and four-component reactions) according to the number of reagents that ultimately compose atoms of the core structures of 2-quinolones. The collected synthetic methods are discussed from the perspectives of strategy, efficiency, selectivity, and reaction mechanism.
AB - It is known that 2-quinolones are broadly applicable chemical structures in medicinal and agrochemical research as well as various functional materials. A number of current publications about their synthesis and their applications emphasize the importance of these small molecules. The early synthetic chemistry originated from the same principle of the classical Friedländer and Knorr procedures for the preparation of quinolines. The analogous processes were developed by applying new synthetic tools such as novel catalysts, the microwave irradiation method, etc., whereas recent innovations in new bond forming reactions have allowed for novel strategies to construct the core structures of 2-quinolones beyond the bond disconnections based on two classical reactions. Over the last few decades, some reviews on structure-based, catalyst-based, and bioactivity-based studies have been released. In this focused review, we extensively surveyed recent examples of one-pot reactions, particularly in view of modular approaches. Thus, the contents are categorized as three major sections (two-, three-, and four-component reactions) according to the number of reagents that ultimately compose atoms of the core structures of 2-quinolones. The collected synthetic methods are discussed from the perspectives of strategy, efficiency, selectivity, and reaction mechanism.
KW - 2-quinolone
KW - N-heterocycle
KW - cascade
KW - catalysis
KW - drug
KW - multi-component
KW - one-pot
UR - http://www.scopus.com/inward/record.url?scp=85096818649&partnerID=8YFLogxK
U2 - 10.3390/MOLECULES25225450
DO - 10.3390/MOLECULES25225450
M3 - Review article
C2 - 33233747
AN - SCOPUS:85096818649
SN - 1420-3049
VL - 25
JO - Molecules
JF - Molecules
IS - 22
M1 - 5450
ER -