Oxidation-Reduction Condensation of Diazaphosphites for Carbon-Heteroatom Bond Formation Based on Mitsunobu Mechanism
Document Type
Article
Publication Date
1-1-2017
Publication Title
Organic Letters
Volume
19
Issue
3
First page number:
544
Last page number:
547
Abstract
An efficient oxidation-reduction condensation reaction of diazaphosphites with various nonacidic pronucleophiles in the presence of DIAD as a weak oxidant has been developed for carbon-heteroatom bond formation. This mild process affords structurally diverse tertiary amines, secondary amines, esters, ethers, and thioethers in moderate to excellent yields. The selective synthesis of secondary amines from primary amines has been achieved. Importantly, a practical application to the synthesis of antiparkinsonian agent piribedil has been demonstrated. © 2017 American Chemical Society.
Language
english
Repository Citation
Huang, H.,
Kang, J. Y.
(2017).
Oxidation-Reduction Condensation of Diazaphosphites for Carbon-Heteroatom Bond Formation Based on Mitsunobu Mechanism.
Organic Letters, 19(3),
544-547.
http://dx.doi.org/10.1021/acs.orglett.6b03709