New Method for the Preparation of 2-Aryl- and 2-Heteroarylcyclohexanones. Synthesis of 6,7,8,9-Tetrahydro-5H-1,3-dioxolo[4,5-b]carbazole

Abstract

2-Aryl- and 2-heteroarylcyclohexanones were prepared through 1,4-addition of lithiated species to 1-nitro-1-cyclohexene followed by Nef reaction in good yields. As a synthetic application of this method, 6,7,8,9-tetrahydro-5H-1,3-dioxolo[4,5-b]carbazole was synthesized.

Key words

2-aryl-cyclohexanones - 2-heteroaryl-cyclohexanones - 6,7,8,9-tetrahydro-5H-1,3-dioxolo[4,5-b]carbazole

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30

In fact, the method is a refinement of that published by Barltrop-Nicholson; see ref. 6.