Synthesis of 2,3-Disubstituted Dihydrobenzofurans from o-Quinone Methides and Sulfur Ylides
A facile and efficient approach to dihydrobenzofurans from sulfur ylides and o-quinone methides(o-QMs)was developed.In most cases,the reaction could be completed in the presence of N,N-diisopropylethylamine(DIPEA)in CH2Cl2 at room temperature within 1 h,providing trans-2,3-disubstitiuted dihydrobenzofurans in good to excellent yields.The reaction could expand to a scale of grams,and the products could be converted into the potentially bioactive benzofuran derivatives.The plausible mechanism is proposed.
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