SYNTHESIS AND TRANSFORMATIONS OF 2-BROMOMETHYL DERIVATIVES OF 4,5-DIHYDROXYBENZOFURAN

Article abstract of DOI:10.1007/BF00515344

4,5-Diacetoxy- and 4-acetoxy-5-methoxy derivatives were obtained by the acylation of 2-methyl-3-carboethoxy-4,5-dihydroxy-6-chlorobenzofurans and 2-methyl-3-carboethoxy-4-hydroxy-5-methoxy-6-chlorobenzofurans (and their 6-bromo analogs).The bromination of these derivatives by N-bromosuccinimide gave the corresponding 2-bromomethyl derivatives.The reaction of these 2-bromomethyl derivatives with primary and secondary amines, sodium acetoacetic and sodium malonic esters gave 2-aminomethyl derivatives and derivatives of acetoacetic and malonic esters.