Issue 92, 2016

Cu-Catalyzed iminative hydroolefination of unactivated alkynes en route to 4-imino-tetrahydropyridines and 4-aminopyridines

Abstract

A general method for synthesizing 4-imino tetrahydropyridine derivatives is achieved, from readily available β-enaminones and sulfonyl azides, which comprises a sequential copper catalyzed ketenimine formation and its hitherto inaccessible intramolecular hydrovinylation. The products are shown as ready precursors for highly valuable 4-sulfonamidopyridine derivatives via DDQ mediated oxidation.

Graphical abstract: Cu-Catalyzed iminative hydroolefination of unactivated alkynes en route to 4-imino-tetrahydropyridines and 4-aminopyridines

Supplementary files

Article information

Article type
Communication
Submitted
07 Oct 2016
Accepted
21 Oct 2016
First published
21 Oct 2016

Chem. Commun., 2016,52, 13475-13478

Cu-Catalyzed iminative hydroolefination of unactivated alkynes en route to 4-imino-tetrahydropyridines and 4-aminopyridines

R. Kumar, S. H. Thorat and M. S. Reddy, Chem. Commun., 2016, 52, 13475 DOI: 10.1039/C6CC08081B

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