Benzyl p-Toluenesulphonate as an 0-Benzylating Agent for the Protection of Phenols

摘要: Abstract Benzylation is a popular method of protecting phenolic groups during synthetic procedures. Benzyl ethers are stable to basic and mildly acidic conditions, but cleaved readily by stronger acid, reduction, or most commonly hydrogenolysis1. Current methods converting phenols into O-benzyl derivatives rely principally on the use commercially available benzyl chloride bromide usually involve heating mixture phenol halide with anhydrous potassium carbonate in dry acetone DMF1. To increase reactivity halide, iodide may be added reaction generate ‘in situ’. A major disadvantage using alkyl halides preparation amount simultaneous C-alkylation which can occur. Whilst reduced polar aprotic solvents1, it still become an important side alkylation containing phloroglucinol substitution patterns, yields 0-alkyl deriv...