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Three-Component Reactions of α-Amino Acids, p-Quinone Monoacetals, and Diarylphosphine Oxides to Selectively Afford 3-(Diarylphosphinyl)anilides and N-Aryl-2-diarylphosphinylpyrrolidines

Authors :
Xin Wang
Can Zhang
Ruwei Shen
Li-Biao Han
Source :
The Journal of Organic Chemistry. 85:14753-14762
Publication Year :
2020
Publisher :
American Chemical Society (ACS), 2020.

Abstract

The three-component reactions of α-amino acids, p-quinone monoacetals (or p-quinol ethers), and diarylphosphine oxides have been developed for the synthesis of 3-(diarylphosphinyl) anilides and N-aryl-2-diarylphosphinylpyrrolidines. The transformations may involve the in situ generation of conjugated azomethine ylides or 2-azaallyl anion species from the reaction of α-amino acids and p-quinone monoacetals, which are further trapped by diarylphosphine oxides.

Details

ISSN :
15206904 and 00223263
Volume :
85
Database :
OpenAIRE
Journal :
The Journal of Organic Chemistry
Accession number :
edsair.doi...........0207c37b01231f2f8078bd3b0400483e