One-Step Synthesis of Oxazoline and Dihydrooxazine Libraries

Chaudhry, P.; Schoenen, F.; Neuenswander, B.; Lushington, G.; Aube, J. One-Step Synthesis of Oxazoline and Dihydrooxazine Libraries. J. Comb. Chem. 2007, 9, 473-476.

The reactions of 1,2- and 1,3-hydroxyalkyl azides and aldehydes in the presence of Lewis acid result in the one-step construction of oxazolines and dihydrooxazines, respectively. The reaction was adapted to parallel synthesis using a polymer-bound phosphine to scavenge excess hydroxyalkyl azide. Thus, a 60-member library of various disubstituted oxazolines and di- and trisubstituted dihydrooxazines was generated.

One-Step Synthesis of Oxazoline and Dihydrooxazine Libraries

Products and Solutions

• MiniBlock XT

Applications

• Novel parallel synthesis of N-(4-oxo-2-substituted-4H-quinazolin-3-yl)-substituted sulfonamides
• Use of Quinolinium Salts in Parallel Synthesis for the Preparation of 4-Amino-2-alkyl-1,2,3,4-tetrahydroquinoline
• Parallel Synthesis of 3-Amino-4H-Quinolizin-4-ones, Fused 3-Amino-4H-Pyrimidin-4-ones, and Fused 3-Amino-2H-Pyran-2-ones
• Application of Solution-Phase Parallel Synthesis to Preparation of Trisubstituted 1,2,4-Triazoles
• Solution-Phase Parallel Synthesis of Hexahydro-1H-isoindolone Libraries via Tactical Combination of Cu-Catalyzed Three-Component Coupling and Diels–Alder Reactions
• Polymer-supported reagents and scavengers to streamline tedious purification steps
• Ionic Immobilization, Diversification, and Release: Application to the Generation of a Library of Methionine Aminopeptidase Inhibitors

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