DBU, A HIGHLY EFFICIENT REAGENT FOR THE FACILE REGENERATION OF (HETERO)ARYLAMINES FROM THEIR ACETAMIDES AND BENZAMIDES: INFLUENCE OF SOLVENT, TEMPERATURE, AND MICROWAVE IRRADIATION

ABSTRACT

1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) was found to smoothly cleave the N-acetyl and N-benzoyl derivatives of carbazoles, indoles and nitroanilines quickly in refluxing methanol and the parent amines were recovered in excellent yields. Complete cleavage could also be accomplished in acetonitrile solution under reflux and also under microwave irradiation, which, however, required considerably longer periods.

ACKNOWLEDGMENTS

The authors express their sincere thanks to the Director, Bose Institute and the Principal, Bethune College for providing laboratory facilities, to the R.S.I.C., Bose Institute for carrying out EI-MS and to the C.S.I.R., Govt. of India for funding this project (No. 01(1526)/98/EMR-II, 1998) to M.C., N.G.