Cyclodehydration

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André B. Charette - One of the best experts on this subject based on the ideXlab platform.

Riyuan Tang - One of the best experts on this subject based on the ideXlab platform.

William S Bechara - One of the best experts on this subject based on the ideXlab platform.

Christopher Hulme - One of the best experts on this subject based on the ideXlab platform.

  • ugi robinson gabriel reactions directed toward the synthesis of 2 4 5 trisubstituted oxazoles
    Tetrahedron Letters, 2012
    Co-Authors: Arthur Y Shaw, Christopher Hulme
    Abstract:

    This Letter discloses a novel concise synthesis of a series of 2,4,5-trisubstituted oxazoles via a tandem Ugi/Robinson–Gabriel sequence. Herein, 2,4-dimethoxybenzylamine 1 was used as an ammonia equivalent in combination with arylglyoxal 3 and supporting Ugi reagents, an isonitrile and carboxylic acid. As such the product of the acid treated Ugi intermediate is ideally configured to undergo a Robinson–Gabriel Cyclodehydration reaction to yield the desired oxazole scaffold 5.

Shujuan Zhou - One of the best experts on this subject based on the ideXlab platform.