Continuous one-pot synthesis of new spiro-fused indoles from biobased building blocks using carbamoylation and imidation reactions under ultrasonic irradiation

The application of a flow reactor under ultrasonic irradiation enabled the fast synthesis of new spiro-fused indoles in a one-pot methodology. The exploitation of the reactivity of biobased building blocks, including acrylic acids and formamides, was essential to achieve such highly functionalized m...

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Bibliographic Details
Published in:Journal of flow chemistry 2023-06, Vol.13 (2), p.201-210
Main Authors: Hornink, Milene M., Rodrigues, Beatriz G., Santos, Caroline S., Andrade, Leandro H.
Format: Article
Language:English
Subjects:
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Communications
Green Chemistry
Industrial Chemistry/Chemical Engineering
Inorganic Chemistry
Nanochemistry
Organic Chemistry
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Summary:The application of a flow reactor under ultrasonic irradiation enabled the fast synthesis of new spiro-fused indoles in a one-pot methodology. The exploitation of the reactivity of biobased building blocks, including acrylic acids and formamides, was essential to achieve such highly functionalized molecular targets. A four-step process with a 2–3 min residence time, and no aqueous work-up, created spiro[indoline-succinimides], spiro[indole-pyrrolo-succinimides] and spiro[indole-pyrido-succinimides] with high overall yields. Graphical Abstract
ISSN:2062-249X
2063-0212
DOI:10.1007/s41981-023-00261-5