Mild Deprotection of tert‐Butyl Carbamates of NH‐Heteroarenes under Basic Conditions

Abstract

Aqueous methanolic potassium carbonate under reflux has been demonstrated to be a highly effective deprotective agent for the tert‐butyl carbamates of indoles, indazoles, carbazole, thiazoloindole, and pyrrole. The method is a mild one and is particularly expeditious for NH‐heteroarenes bearing electron‐withdrawing groups.

Keywords:

• Aqueous K₂CO₃/MeOH
• N‐Boc‐heteroarenes
• deprotection
• reflux

Acknowledgments

The authors sincerely thank the Director, Bose Institute for laboratory facilities; the Council for Scientific and Industrial Research, Govt. of India, for providing a fellowship (T.K.); and B. Majumder, NMR facilities, and P. Dey, microanalytical laboratory, both of Bose Institute, for recording the spectra.