Radical annulation route to the synthesis of lignans: An account.

Subhas Chandra Roy

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


Lignans; radical cyclization; regioselective; stereoselective; tributyltin hydride; epoxide; transition metal. metallation.

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