Continuous Flow Synthesis of Dimethylalkynylaluminum Reagents

Riccardo Piccardi; Anais Coffinet; Erica Benedetti; Serge Turcaud; Laurent Micouin

doi:10.1055/s-0035-1561484

Synthesis, Table of Contents

Synthesis 2016; 48(19): 3272-3278
DOI: 10.1055/s-0035-1561484

paper

Continuous Flow Synthesis of Dimethylalkynylaluminum Reagents

Authors

Riccardo Piccardi*

Laboratoire de Chimie et Biochimie Pharmacologiques et Toxicologiques, UMR 8601 CNRS-Université Paris Descartes, Faculté des Sciences Fondamentales et Biomédicales, 45 rue des Saints-Pères, 75006 Paris, France Email: riccardo.piccardi@parisdescartes.fr Email: laurent.micouin@parisdescartes.fr
Anais Coffinet

Laboratoire de Chimie et Biochimie Pharmacologiques et Toxicologiques, UMR 8601 CNRS-Université Paris Descartes, Faculté des Sciences Fondamentales et Biomédicales, 45 rue des Saints-Pères, 75006 Paris, France Email: riccardo.piccardi@parisdescartes.fr Email: laurent.micouin@parisdescartes.fr
Erica Benedetti

Laboratoire de Chimie et Biochimie Pharmacologiques et Toxicologiques, UMR 8601 CNRS-Université Paris Descartes, Faculté des Sciences Fondamentales et Biomédicales, 45 rue des Saints-Pères, 75006 Paris, France Email: riccardo.piccardi@parisdescartes.fr Email: laurent.micouin@parisdescartes.fr
Serge Turcaud

Laboratoire de Chimie et Biochimie Pharmacologiques et Toxicologiques, UMR 8601 CNRS-Université Paris Descartes, Faculté des Sciences Fondamentales et Biomédicales, 45 rue des Saints-Pères, 75006 Paris, France Email: riccardo.piccardi@parisdescartes.fr Email: laurent.micouin@parisdescartes.fr
Laurent Micouin*

Laboratoire de Chimie et Biochimie Pharmacologiques et Toxicologiques, UMR 8601 CNRS-Université Paris Descartes, Faculté des Sciences Fondamentales et Biomédicales, 45 rue des Saints-Pères, 75006 Paris, France Email: riccardo.piccardi@parisdescartes.fr Email: laurent.micouin@parisdescartes.fr

Abstract

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In memory of Prof. Jean Normant

Abstract

A new process for the synthesis of dimethylalkynylaluminum reagents under flow conditions is described. It involves a base-catalyzed alumination of terminal alkynes using a resin-supported organocatalyst. Final organometallic species are obtained in solution, and can further react with various aldehydes or nitrones.

Key words

organoaluminum - flow chemistry - metalation - alkynes - trimethylaluminum

Full Text

References

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Supplementary Material

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