4.7 Article

Three-component coupling using arynes and aminosilanes for ortho-selective double functionalization of aromatic skeletons

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 73, Issue 14, Pages 5452-5457

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo800761b

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Arynes were found to couple with aminosilanes and carbonyl compounds in the presence of benzoic acid to provide 2-aminobenzhydrols. Sulfonylimines could also be applied to the reaction, enabling amino and aminomethyl moieties to be incorporated into contiguous positions of aromatic skeletons. Only a small amount of the three-component coupling product was obtained in the absence of benzoic acid, which confirms its vital role in the present reaction.

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