Palladium-mediated synthesis of 1,1,2-triarylethanes. Application to the synthesis of CDP-840

A three-step protocol toward 1,1,2-triarylethanes 1 starting with β-ketosulfones 2 is developed. A facile process is carried out for the (1) reduction of 2 with NaBH4, (2) BF3·OEt2-mediated Friedel-Crafts reactions of the resulting β-hydroxy sulfones 3, and (3) palladium-catalyzed desulfonylative cross-coupling of the corresponding 5 with aryl iodides 4 in the presence of t-BuOK under warming DMF in acceptable yields. A facile synthesis of CDP-840 (1v) has been studied.

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