Concepedia

Reactions between Weinreb Amides and 2-Magnesiated Oxazoles:  A Simple and Efficient Preparation of 2-Acyl Oxazoles

Daniel J. Pippel, Christopher M. Mapes, Neelakandha S. Mani

The Journal of Organic Chemistry · 2007 · 38 citations · 14 references

DOI

Concepts

Abstract

Treatment of oxazole or 5-aryl oxazoles with i-PrMgCl smoothly generates the corresponding 2-Grignard reagents, which react with Weinreb amides to provide exclusively 2-acyl oxazole products.

References

14

N-methoxy-n-methylamides as effective acylating agents

Steven Nahm, Steven M. Weinreb · Tetrahedron Letters · 1981 · 1.8K citations

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Discovery of a Potent, Selective, and Efficacious Class of Reversible α-Ketoheterocycle Inhibitors of Fatty Acid Amide Hydrolase Effective as Analgesics

Dale L. Boger, Hiroshi Miyauchi, Wu Du et al. · Journal of Medicinal Chemistry · 2004 · 213 citations · Full text

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Current methods for the synthesis of 2-substituted azoles

Craig A. Zificsak, Dennis J. Hlasta · Tetrahedron · 2004 · 139 citations

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The Equilibrium Between 2‐Lithium‐Oxazole(‐Thiazole, ‐Imidazole) Derivatives and Their Acyclic Isomers – A Structural Investigation

Christoff Hilf, Ferdinand Bosold, Klaus Harms et al. · Chemische Berichte · 1997 · 90 citations

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Electroorganic chemistry. 129. Electroreductive synthesis of chiral piperazines and enantioselective addition of diethylzinc to aldehydes in the presence of the chiral piperazines

Tatsuya Shono, Naoki Kise, Eiji Shirakawa et al. · The Journal of Organic Chemistry · 1991 · 88 citations

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