Rearrangement products derived from Beta patchoulene epoxide: Structure of a novel ketone having tricyclo [5.2.2.0] undecane skeleton.

S K Paknikar, Jaya Srinivasan

Abstract


Hydroxybenzo[b]thiophene is an important benzo[b]thiophene derivative because of its role as an intermediate in the synthesis of condensed sulfur heterocycles. The hydroxyl group can be converted into O-carbamate and the latter utilized in the regiocontrolled introduction of substituents through directed metallation. In the present review, synthesis, properties and reactions of various hydroxybenzo[b]thiophenes are described.the pyranoxanthone (14) and its prenylated derivative (31) followed by a Claisen rearragement leading to the target substrate (7).

Keywords


b -Patchoulene epoxide; BF3- catalyzed multistep rearrangement; 4; 8; 9; 9 -tetramethytricyclo - [ 5. 2. 2. 04;8] undecane - 3 -one. metallation.

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