An efficient synthesis of methyl nicotinates/6-halonicotinates by the domino isomerization of 4-propargyl/(3-halopropargyl)-5-methoxyisoxazoles under Fe(II)/Au(I) relay catalysis was developed. It was found that FeNTf is an effective catalyst for first step of the domino isomerization, transformation of isoxazole to 2H-azirine, which is compatible with PhPAuNTf, catalyzing the second step.

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http://dx.doi.org/10.1021/acs.joc.7b00736DOI Listing

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