Metal- and solvent-free domino reaction of ۲-isocyanophenol esters to benzoxazines:long-range ۱,۵-acyl migration on ۱,۴-diazabutatriene

The first example of intramolecular nucleophilic addition of ۱,۴-diazabutatriene to ester is disclosed.This approach provides a facile and versatile synthesis for functionalized ۲H-۱,۴-benzoxazines through a metal-, reagent-, and solvent-free condition. Experimental and computational studies revealed the pivotal role of ۱,۵-acyl migration as the self-catalytic step in the reaction selectivity

کلیدواژه ها:

۲-isocyanophenol esters ، ۱ ، ۵-acyl migration ، ۱ ، ۴-diazabutatriene