Yb(OTf)3-Catalyzed Addition of 2-Methyl Azaarenes to Isatins via C–H Functionalization

doi:10.1016/S1872-2067(11)60414-2

Abstract

Abstract: 3-Substituted-3-hydroxy-2-oxindoles are rich in a range of biologically active natural products and pharmaceuticals and development of efficient methods to construct this key motif is of vital importance. Yb(OTf)₃-catalyzed addition of 2- or 4-methyl azaarenes to isatins via C–H functionalization was developed. Moderate to good yields were obtained for various isatins and azaarenes. This method provides rapid protocol for the synthesis of biologically important azaarene-substituted 3-hydroxy-2-oxindoles in one step. The success of this reaction expands the synthetic utility of Lewis acid in the catalytic functionalization of sp³ C–H bonds in organic synthesis.

Key words: ytterbium triflate, Lewis acid, addition, 3-hydroxy-2-oxindole, 2-methylazaarene

NIU Rui, YANG Shi-Ying, XIAO Jian, LIANG Tao, LI Xing-Wei. Yb(OTf)₃-Catalyzed Addition of 2-Methyl Azaarenes to Isatins via C–H Functionalization[J]. Chinese Journal of Catalysis, 2012, 33(10): 1636-1641.

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URL: https://www.cjcatal.com/EN/10.1016/S1872-2067(11)60414-2

https://www.cjcatal.com/EN/Y2012/V33/I10/1636

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Yb(OTf)₃-Catalyzed Addition of 2-Methyl Azaarenes to Isatins via C–H Functionalization

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