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Chapter 26: Q 5 (page 1055)

One step in the synthesis of the nonsteroidal anti-inflammatory drug rofecoxib (trade name Vioxx) involves Suzuki coupling of A and B. What product is formed in this reaction?

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01

Rofecoxib

Rofecoxib is a non-steroidal anti-inflammatory drug produced by cross-coupling a vinyl bromide with an organoborane.

02

Suzuki Coupling

The cross-coupling reaction involving an alkyl or vinyl halide, commonly a bromide or chloride with an organoborane in the presence of a base catalyzed by palladium, is known as the Suzuki coupling reaction.

The Suzuki coupling of A and B would give the following product:

Suzuki Coupling

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