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Tuning the Biginelli reaction mechanism by the ionic liquid effect: the combined role of supported heteropolyacid derivatives and acidic strength.


ABSTRACT: Herein, a combination of heteropolyacids and ionic liquids as a catalytic system was studied for the Biginelli multicomponent reaction; the positive ionic liquid effect associated with the acidic strength of zeolite-supported heteropolyacids made this combination an efficient catalytic system for the multicomponent synthesis of 3,4-dihydropyrimidin-2(1H)-one/thione derivatives. The acidic strength effect was evaluated, and a range was determined in which the reaction provided better results. The mechanism of the reaction was also investigated in the presence and absence of ionic liquids, and two features of paramount importance were revealed: the mechanism could be tuned to proceed through only one reaction path among three possibilities and the kinetics of the reaction was significantly faster in the presence of an ionic liquid.

SUBMITTER: Freitas EF 

PROVIDER: S-EPMC9070657 | biostudies-literature | 2019 Aug

REPOSITORIES: biostudies-literature

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Tuning the Biginelli reaction mechanism by the ionic liquid effect: the combined role of supported heteropolyacid derivatives and acidic strength.

Freitas Elon F EF   Souza Roberto Y RY   Passos Saulo T A STA   Dias José A JA   Dias Silvia C L SCL   Neto Brenno A D BAD  

RSC advances 20190829 46


Herein, a combination of heteropolyacids and ionic liquids as a catalytic system was studied for the Biginelli multicomponent reaction; the positive ionic liquid effect associated with the acidic strength of zeolite-supported heteropolyacids made this combination an efficient catalytic system for the multicomponent synthesis of 3,4-dihydropyrimidin-2(1<i>H</i>)-one/thione derivatives. The acidic strength effect was evaluated, and a range was determined in which the reaction provided better resul  ...[more]

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