Q47E - Organic Chemistry (Mcmurry)

Question

How might you use a Suzuki–Miyaura reaction to prepare the biaryl compounds below? In each case, show the two potential reaction partners.

Step-by-Step Solution

Answer

(a)   

(b)  

(c) 

Step 1: Suzuki–Miyaura reaction

Suzuki miyaura reaction is an organic reaction, classified as a cross coupling reaction, where the coupling partners are boronic acid and an organohalide and the catalyst is a palladium complex.

Step 2: Preparing Bi-aryl compounds by Suzuki miyaura reaction

The Suzuki- Miyaura reaction is Pd-catalyzed coupling reaction between an aromatic boronic acid and an aromatic vinyl halide. Two possible coupling reaction can yield the target product.

(a) 

Preparation of Bi-aryl (a)

(b) 

Preparation of Bi-aryl (b)

(c) 

Preparation of Bi-aryl (c)