Oxidative photochemical cyclization of ethyl 3-(indol-3-yl)-3-oxo-2-phenylpropanoate derivatives: synthesis of benzo[a]carbazoles

Add time:08/05/2019    Source:sciencedirect.com

6-Ethoxycarbonyl-5-hydroxy-benzo[a]carbazoles were prepared from ethyl 3-(1-methyl-1H-indol-3-yl)-3-oxopropanoates in two steps: the first step involved α-arylation of the indicated starting materials via Ullmann–Hurtley reaction; in the key second step, the thus formed coupling products underwent oxidative photocyclization to afford the benzo[a]carbazole ring. The present photocyclization features the use of CuBr2 to prompt the transformations, which could not be realized under the conventional conditions.

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