Issue 29, 2014

Synthesis of phosphaisocoumarin amidates via DIBAL-H-mediated selective amidation of phosphaisocoumarin esters

Abstract

A series of phosphaisocoumarin amidates were synthesized for the first time via DIBAL-H-mediated direct amidation of phosphaisocoumarin esters under mild conditions in good to excellent yields. The present reaction showed high selectivity. In each case, the phostone ring was intact and only the exocyclic ethoxy group was amidated. A plausible mechanism of the reaction was provided.

Graphical abstract: Synthesis of phosphaisocoumarin amidates via DIBAL-H-mediated selective amidation of phosphaisocoumarin esters

Supplementary files

Article information

Article type
Paper
Submitted
29 Mar 2014
Accepted
29 May 2014
First published
29 May 2014

Org. Biomol. Chem., 2014,12, 5458-5463

Author version available

Synthesis of phosphaisocoumarin amidates via DIBAL-H-mediated selective amidation of phosphaisocoumarin esters

Y. Guo, P. Chen, B. Wang and A. Peng, Org. Biomol. Chem., 2014, 12, 5458 DOI: 10.1039/C4OB00663A

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