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Issue 8, 2020
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A continuous-flow approach for the multi-gram scale synthesis of C2-alkyl- or β-amino functionalized 1,3-dicarbonyl derivatives and ondansetron drug using 1,3-dicarbonyls

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Abstract

Continuous-flow chemistry is a modern technology that encompasses the green chemistry principles for the multi-gram synthesis of various API and drugs. Herein, we have developed a highly efficient and environmentally benign metal-free alkylation of 1,3-dicarbonyl compounds using secondary alcohols in the presence of inexpensive Amberlyst®-15 under continuous-flow. This method has a broad substrate scope with a variety of secondary alcohols and water as a byproduct. The Amberlyst®-15 is recyclable and reusable for the alkylation reaction under batch/continuous-flow technology. Furthermore, a continuous-flow technology driven Mannich reaction was demonstrated under an acid-free condition. In addition, a continuous-flow Fischer indole strategy for the ondansetron with an improved yield was demonstrated. Additionally, all these reactions were demonstrated with multi-gram scale synthesis without lowering the yield under batch/continuous-flow technology.

Graphical abstract: A continuous-flow approach for the multi-gram scale synthesis of C2-alkyl- or β-amino functionalized 1,3-dicarbonyl derivatives and ondansetron drug using 1,3-dicarbonyls

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Article information


Submitted
29 Apr 2020
Accepted
19 Jun 2020
First published
19 Jun 2020

React. Chem. Eng., 2020,5, 1501-1508
Article type
Paper

A continuous-flow approach for the multi-gram scale synthesis of C2-alkyl- or β-amino functionalized 1,3-dicarbonyl derivatives and ondansetron drug using 1,3-dicarbonyls

N. Mohanta, K. Nair, D. V. Sutar and B. Gnanaprakasam, React. Chem. Eng., 2020, 5, 1501
DOI: 10.1039/D0RE00171F

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