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Rh(III)-Catalyzed Synthesis of 3-Amino-4-arylisoquinolinones from 4-Diazoisochroman-3-imines and N-Methoxybenzamides.

Organic Letters 2019 Februrary 15
A Rh(III)-catalyzed reaction of N-methoxybenzamides and 4-diazoisochroman-3-imines is described. This method offers a rapid entry to 3-amino-4-arylisoquinolinone architectures from readily available starting materials under mild reaction conditions. A one-pot cascade C-H bond activation/formal [4 + 2] cycloaddition mechanism is proposed. The synthesized 3-amino-4-arylisoquinolinones can be conveniently converted into dibenzo[ c, f][1,8]naphthyridines.

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