Question

Synthesize each compound from the given starting materials.

Short answer

Answer

a.

b.

c.

Step-by-step solution

Suzuki reaction

The reaction involving the palladium-metal catalyzed coupling of an alkyl or vinyl halide with an organoborane in the presence of a base to form a product with a new C-C bond is known as the ‘Suzuki reaction.’ It is a highly stereospecific reaction.

The given compounds are synthesized by Suzuki reaction as follows:

Synthesising compounds

a. Butyne reacts with an organoborane, followed by vinyl iodide to form the given compound.

Formation of 4,6-decadiene

b. Iodobenzene reacts with an organoborane, followed by another molecule of iodobenzene in the presence of a palladium catalyst in a basic medium to form the required diphenyl.

Formation of diphenyl

c. Acetophenone would undergo bromination, followed by lithiation to react with an organoborane. The compound would further react with a vinyl halide in the presence of a palladium catalyst in a basic medium to form the required compound.

Formation of compound c.