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Question

The major product formed in the following reaction is

The correct answer is

The given reaction involves a typical example of the Suzuki-Miyaura coupling reaction, which is a palladium-catalyzed cross-coupling reaction between a boronic acid and an organohalide to form a biaryl compound.

In the provided reaction:

  • The reactant on the left is a methoxy-substituted aryl halide.
  • The reactant on the right is a naphthalene-based boronic acid equivalent.
  • The catalyst used is \(\text{Pd(OAc)}_2\)with \(\text{n-Bu}_{4}NCl\), potassium acetate (KOAc) as a base, and triphenylphosphine (PPh3).

Step-by-step mechanism:

  1. Oxidative Addition: The palladium catalyst undergoes oxidative addition with the aryl halide (the methoxy-substituted aryl group) to form a palladium complex.
  2. Transmetalation: The boronic acid derivative reacts with the palladium complex, transferring the naphthalene group to the palladium center.
  3. Reductive Elimination: Reductive elimination occurs, leading to the formation of the C-C bond between the methoxy-substituted aryl group and the naphthalene group.

The end product is a compound where these two aromatic systems are coupled together, with the methoxy group still present on the aryl ring. The major product is shown in the correct option image:

This reaction is a classic example of cross-coupling used widely in organic synthesis for creating biaryl compounds efficiently.

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Important Questions from Heterocyclic Compounds

  1. The major product formed in the reaction of indole with NaNH$_2$ and PhSO$_2$Cl is
  2. The correct order of basicity for the following heterocycles is

  3. The major product formed in the following reaction is

  4. The major heterocyclic compound formed in the following reaction is

  5. The mechanism of acid catalyzed hydrolysis of benzonitrile involves
     

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