Three-Component Reaction Using the Bestmann-Ohira Reagent: A Regioselective Synthesis of Phosphonyl Pyrazole Rings

Three-Component Reaction Using the Bestmann-Ohira Reagent: A Regioselective Synthesis of Phosphonyl Pyrazole Rings

BOR‐n to run: A new one‐pot multicomponent reaction involving the use of an aldehyde, a cyanoacid derivative, and the Bestmann–Ohira reagent (BOR) has been developed for the synthesis of substituted phosphonyl pyrazoles. This process was also combined with a copper‐catalyzed azide–alkyne 1,3‐dipolar...

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Veröffentlicht in:Angewandte Chemie (International ed.) 2010-04, Vol.49 (18), p.3196-3199
Hauptverfasser: Mohanan, Kishor, Martin, Anthony R, Toupet, Loic, Smietana, Michael, Vasseur, Jean-Jacques
Format: Artikel
Sprache:eng
Schlagworte:
Chemical Sciences
click chemistry
Cyclization
cycloaddition
heterocycles
Molecular Structure
multicomponent reactions
Organic chemistry
Organophosphorus Compounds
phosphonates
Pyrazoles - chemical synthesis
Pyrazoles - chemistry
Stereoisomerism
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Zusammenfassung:BOR‐n to run: A new one‐pot multicomponent reaction involving the use of an aldehyde, a cyanoacid derivative, and the Bestmann–Ohira reagent (BOR) has been developed for the synthesis of substituted phosphonyl pyrazoles. This process was also combined with a copper‐catalyzed azide–alkyne 1,3‐dipolar cycloaddition to generate five new bonds and two heterocyclic rings in a one‐pot fashion.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200906781