Synthesis of New N,N,1,1-Tetramethyl-isobenzofuranamines

Article abstract of DOI:10.1002/prac.19933350104

The nitrophthalides 3a-d aimed as intermediates in the synthesis of the title compounds 6a-d were obtained via regioselective reduction of 3-nitrophthalic anhydride 1 or by nitration of phthalide and 3,3-dimethylphthalide, respectively.Reductive methylation of the nitro groups afforded the dimethylaminophthalides 5a-d which in turn were reacted with MeMgI or in the case of 5d reduced by LiAlH4 leading finally to the title compounds.