Continuous Flow Telescoped Synthesis of Benzofurans Starting from Nitroalkanes and O-Acetyl Salicylaldehydes

Marino Petrini; Alessandro Palmieri; Elettra Gheco

doi:10.1055/a-2642-4294

Synthesis, Table of Contents

Synthesis
DOI: 10.1055/a-2642-4294

Paper

Published as part of the Special Topic Dedicated to Prof. Paul Knochel

Continuous Flow Telescoped Synthesis of Benzofurans Starting from Nitroalkanes and O-Acetyl Salicylaldehydes

Authors

Marino Petrini

Green Chemistry Group, School of Sciences and Technology, Chemistry Division, University of Camerino, Camerino, Italy
Alessandro Palmieri

Green Chemistry Group, School of Sciences and Technology, Chemistry Division, University of Camerino, Camerino, Italy
Elettra Gheco

Green Chemistry Group, School of Sciences and Technology, Chemistry Division, University of Camerino, Camerino, Italy

Abstract

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Dedication

Dedicated to Professor Paul Knochel on the occasion of his 70th birthday.

Abstract

Herein, we report a new practical flow chemical synthesis of benzofurans starting from nitroalkanes and O-acetyl salicylaldehydes. The protocol involves two different sequential steps: (i) an initial base-promoted nitroaldol condensation, and (ii) a Nef reaction promoted by tin (II) chloride dihydrate. The target benzofurans are obtained in satisfactory overall yields.

Keywords

Flow chemistry - Benzofurans - Nitroalkanes - Cyclization - Heterocycles

Full Text

References

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Supplementary Material

Supplementary Material (PDF)