Issue 15, 2023

Synthesis of N-functionalized 2,3-disubstituted benzofurans/naphthofurans from para-quinone methides and isocyanides via the [4 + 1] annulation pathway

Abstract

A scandium triflate catalyzed [4 + 1] cycloaddition reaction of 2-hydroxy-substituted para-quinone methides and isocyanides has been developed. This operationally simple, efficient and practical protocol provides straightforward access to a variety of N-functionalized 2,3-disubstituted benzofuran/naphthofuran derivatives with broad functional group compatibility and good scalability.

Graphical abstract: Synthesis of N-functionalized 2,3-disubstituted benzofurans/naphthofurans from para-quinone methides and isocyanides via the [4 + 1] annulation pathway

Supplementary files

Article information

Article type
Research Article
Submitted
12 Jan 2023
Accepted
10 Jun 2023
First published
13 Jun 2023

Org. Chem. Front., 2023,10, 3746-3751

Synthesis of N-functionalized 2,3-disubstituted benzofurans/naphthofurans from para-quinone methides and isocyanides via the [4 + 1] annulation pathway

S. B. Kale, M. Kumar, D. R. Shinde, G. R. Krishna and U. Das, Org. Chem. Front., 2023, 10, 3746 DOI: 10.1039/D3QO00048F

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