99784-08-4Relevant academic research and scientific papers
Copper(I)-catalyzed intramolecular Caryl-O bond-forming cyclization for the synthesis of 1,4-benzodioxines and its application in the total synthesis of sweetening isovanillins
Naidu, Ajay B.,Ganapathy,Sekar, Govindasamy
experimental part, p. 3509 - 3519 (2010/12/19)
Various substituted 1,4-benzodioxines were synthesized through an Ullmann-type intramolecular Caryl-O coupling cyclization reaction using a catalytic amount of BINOL-CuI complex. This methodology was successfully utilized as the key step in the total synthesis of isovanillyl sweetening agents 5-(2,3-dihydro-1,4-benzodioxin-2-yl)-2-methoxyphenol and 5-(2,3-dihydro-1,4-benz-oxathiin-2-yl)-2-methoxyphenol in 15.8% and 14.85% overall yields in five steps from isovanillin. Georg Thieme Verlag Stuttgart.
