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An efficient rhodium-catalyzed synthesis of dihydro-3,1-benzoxazine derivatives has been accomplished from aniline-derived 1,3-amino alcohols and N-sulfonyl-1,2,3-triazole. The developed reaction demonstrates the new reactivity of azavinyl carbenes and allows access to… Click to show full abstract
An efficient rhodium-catalyzed synthesis of dihydro-3,1-benzoxazine derivatives has been accomplished from aniline-derived 1,3-amino alcohols and N-sulfonyl-1,2,3-triazole. The developed reaction demonstrates the new reactivity of azavinyl carbenes and allows access to diverse substituted dihydro-3,1-benzoxazines in good yields. Importantly, the reaction was readily extended to diols and could be used for selective protection of amino alcohols with N-sulfonyl-1,2,3-triazole as the protecting reagent.
Journal Title: Organic letters
Year Published: 2023
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