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  • Rh(III)-catalyzed synthesis of multisubstituted isoquinoline and pyridine N-oxides from oximes and diazo compounds.

Rh(III)-catalyzed synthesis of multisubstituted isoquinoline and pyridine N-oxides from oximes and diazo compounds.

Journal of the American Chemical Society (2013-07-31)
Zhuangzhi Shi, Dennis C Koester, Mélissa Boultadakis-Arapinis, Frank Glorius
摘要

Multisubstituted isoquinoline and pyridine N-oxides have been prepared by Rh(III)-catalyzed cyclization of oximes and diazo compounds via aryl and vinylic C-H activation. This intermolecular annulation involving tandem C-H activation, cyclization, and condensation steps proceeds under mild conditions, obviates the need for oxidants, releases N2 and H2O as the byproducts, and displays a broad substituent scope.

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Sigma-Aldrich
(1-重氮-2-氧代丙基)膦酸二甲酯 溶液, ~10% in acetonitrile (H-NMR), ≥96% (HPLC)