Abstract
Suzuki and Stille cross-coupling reactions were utilized in the synthesis of 5-substituted 1,3-dimethoxybenzene and 5-substituted resorcinol derivatives. The substituted resorcinol derivatives were obtained in only three steps from inexpensive reagents. 1,3-Dimethoxybenzoic acid and 1-chloro-3,5-dimethoxybenzene were transformed into 1-iodo-, 1-bromo-, 1-trimethyltin-3,5-dimethoxybenzene and 3,5-dimethoxyphenyl boronic acid. 5-Allyl-1,3-dimethoxybenzene and 3,5-dimethoxybiphenyl derivatives were obtained via cross coupling reactions under mild conditions. HI, BBr3 and AlI3 were used to demethylate these dimethoxybenzenes into their resorcinol derivatives.
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