Question

The suitable synthetic route(s) for the following transformation

is/are

• A. (i) para-toluenesulfonyl chloride (TsCl), pyridine; (ii) KI; (iii) Mg/Et₂O; (iv) CO₂; (v) aq. HCl
• B. (i) para-toluenesulfonyl chloride (TsCl), pyridine; (ii) KCN; (iii) conc. aq. NaOH, reflux; (iv) aq. HCl
• C. (i) CrO₃, H₂SO₄; (ii) SOCl₂; (iii) CH₂N₂; (iv) Ag₂O, H₂O
• D. (i) CrO₃, H₂SO₄; (ii) CH₂N₂

Answer 1

The Correct Option is A, B, C

• (A) This route utilizes the para-toluenesulfonyl chloride (TsCl) followed by nucleophilic substitution with KI, then an alkylation with Mg/Et₂O to form a cyclohexanone derivative.
• (B) This route also begins with para-toluenesulfonyl chloride (TsCl), followed by nucleophilic substitution with KCN and hydrolysis to form the desired product, cyclohexanone.
• (C) This route involves chromium trioxide (CrO₃) and sulfuric acid (H₂SO₄) for oxidation, followed by the use of thionyl chloride (SOCl₂) and then the conversion to cyclohexanone using diazomethane (CH₂N₂).

All these routes lead to the synthesis of cyclohexanone, so the correct answers are (A), (B), (C).