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  • Title: Asymmetric Synthesis of Axially Chiral Arylpyrazole via an Organocatalytic Arylation Reaction.
    Author: Gao X, Li C, Chen L, Li X.
    Journal: Org Lett; 2023 Oct 27; 25(42):7628-7632. PubMed ID: 37843395.
    Abstract:
    Herein, a highly enantioselective arylation reaction of 3-aryl-5-aminopyrazoles and quinone derivatives was realized using a chiral phosphoric acid catalyst under mild conditions. The reaction has a broad scope with respect to both arylation reaction partners and hence offers rapid access to an array of axially chiral arylpyrazoles with pretty outcomes (up to 95% yield and 99% ee). Notably, the reaction is very efficient, as the catalyst loadings for the model reaction can be reduced to 1 mol % and the enantioselectivity is still maintained. Besides, the synthetic utility of the protocol was proven by a gram-scale reaction and the transformation of the product.
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