Synthetic Communications p. 3435 - 3453 (2003)
Update date:2022-07-29
Topics:
Khan, Khalid Mohammed
Hayat, Safdar
Zia-Ullah
Atta-ur-Rahman
Iqbal-Choudhary
Maharvi, Ghulam Murtaza
Bayert, Ernst
A variety of 2-(1-bromoalkyl) benzoic acids 4 undergo intramolecular nucleophilic substitution reaction when treated with a CsF-Celite as solid base in acetonitrile under reflux condition to give the corresponding cyclized phthalides in moderate to very good yield. These 2-(1-bromoalkyl) benzoic acids 4 are formed by the α-bromination of 2-alkylbenzoic acids 3 using N-bromosuccinimide and a catalytic amount of α,α′ -azoisobutyronitrile in carbon tetrachloride under reflux.
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