Abstract

Exclusive nucleophilic aromatic substitution of hydrogen in conjunction with cleavage of the N-O bond was observed when nitrosobenzene-derived nitroso cycloadducts were treated with indium triflate in the presence of alcohols. Aromatic alkoxylated syn-1,4 aminocycloalkenol products with good to excellent regioselectivity (16:84 to 0:100, ortho:para) were obtained.

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