Catalyzed Reaction

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Jie Wu - One of the best experts on this subject based on the ideXlab platform.

Zhiyuan Chen - One of the best experts on this subject based on the ideXlab platform.

Yiyuan Peng - One of the best experts on this subject based on the ideXlab platform.

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

  • rhodium carbene routes to oxazoles and thiazoles catalyst effects in the synthesis of oxazole and thiazole carboxylates phosphonates and sulfones
    Journal of Organic Chemistry, 2010
    Co-Authors: Alexander J Blake, William Lewis, Ian B Campbell, Brian David Judkins, Christopher J Moody
    Abstract:

    Dirhodium tetraacetate Catalyzed Reaction of α-diazo-β-keto-carboxylates and -phosphonates with arenecarboxamides gives 2-aryloxazole-4-carboxylates and 4-phosphonates by carbene N−H insertion and cyclodehydration. In stark contrast, dirhodium tetrakis(heptafluorobutyramide) catalysis results in a dramatic change of regioselectivity to give oxazole-5-carboxylates and 5-phosphonates. α-Diazo-β-ketosulfones behave similarly and give 5-sulfonyloxazoles upon dirhodium tetrakis(heptafluorobutyramide) Catalyzed Reaction with carboxamides. The analogous Reactions of thiocarboxamides give the corresponding thiazole-5-carboxylates, -phosphonates, and -sulfones.

Junliang Zhang - One of the best experts on this subject based on the ideXlab platform.