One-flow synthesis of tetrahydrocannabinol and cannabidiol using homo- and heterogeneous Lewis acids

Victor R.L.J. Bloemendal, Bram Spierenburg, Thomas J. Boltje, Jan C.M. van Hest, Floris P.J.T. Rutjes (Corresponding author)

Research output: Contribution to journalArticleAcademicpeer-review

5 Citations (Scopus)

Abstract

Continuous flow chemistry holds great potential for the production of biologically relevant molecules. Herein, we present an approach for the continuous synthesis of cannabidiol and tetrahydrocannabinol in a one-flow system. The designed route consists of a reaction cascade involving Friedel-Crafts alkylation, subsequent ring opening and cyclisation in up to 45% yield. The reactions were successfully performed using both hetero- and homogeneous Lewis acids in continuous flow and provide yields that are similar to comparable batch processes. Graphical abstract: [Figure not available: see fulltext.]

Original languageEnglish
Pages (from-to)99-105
Number of pages7
JournalJournal of Flow Chemistry
Volume11
Issue number2
Early online date4 Jan 2021
DOIs
Publication statusPublished - Jun 2021

Funding

We kindly acknowledge funding by the H2020-FETOPEN-2016-2017 programme of the European Commission (Grant agreement number: 737266-ONE FLOW).

FundersFunder number
Horizon 2020 Framework Programme737266
H2020 European Research Council
European Commission

    Keywords

    • Cannabinoids
    • Flow chemistry
    • Heterocycles
    • Heterogeneous Lewis acid catalysis

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