Issue 2, 2016

Phosphinic acid-promoted addition reaction of isocyanides to (Z)-hydroximoyl chlorides: efficient synthesis of α-(hydroxyimino)amides

Abstract

The reaction of (Z)-hydroximoyl chlorides with isocyanides promoted by phosphinic acid in the presence of triethylamine proceeds smoothly to afford α-(hydroxyimino)amides in good to high yields. Phosphinic acid plays an important role in effectively promoting the reaction. A wide range of (Z)-hydroximoyl chlorides and isocyanides were found to be suitable for this reaction.

Graphical abstract: Phosphinic acid-promoted addition reaction of isocyanides to (Z)-hydroximoyl chlorides: efficient synthesis of α-(hydroxyimino)amides

Supplementary files

Article information

Article type
Paper
Submitted
30 Sep 2015
Accepted
30 Oct 2015
First published
30 Oct 2015

Org. Biomol. Chem., 2016,14, 694-700

Author version available

Phosphinic acid-promoted addition reaction of isocyanides to (Z)-hydroximoyl chlorides: efficient synthesis of α-(hydroxyimino)amides

T. Soeta, S. Takashita, Y. Sakata and Y. Ukaji, Org. Biomol. Chem., 2016, 14, 694 DOI: 10.1039/C5OB02032H

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