Orbital - Vol. 10 No. 7 - October-December 2018
FULL PAPERS

Rapid and Efficient N-tert-butoxy carbonylation of Amines Catalyzed by Sulfated Tin Oxide Under Solvent-free Condition

J. K. Prashanth Kumar
CSIR-IICT
Boningari Thirupathi
University of Cincinnati
Damma Devaiah
University of Cincinnati
Avvari N. Prasad
CSIR-IICT
Panagiotis Smirniotis
University of Cincinnati
Benjaram M. Reddy
CSIR-Indian Institute of Chemical Technology
Published December 25, 2018
Keywords
  • sulfated tin,
  • heterogeneous catalyst,
  • Boc-protection of amines,
  • solvent-free condition,
  • solid acid
How to Cite
(1)
Kumar, J. K. P.; Thirupathi, B.; Devaiah, D.; Prasad, A. N.; Smirniotis, P.; Reddy, B. M. Rapid and Efficient N-Tert-Butoxy Carbonylation of Amines Catalyzed by Sulfated Tin Oxide Under Solvent-Free Condition. Orbital: Electron. J. Chem. 2018, 10, 503-508.

Abstract

A straightforward, rapid, and efficient protocol for the N-tert-butoxy carbonyl (N-Boc) protection of amines (aromatic, aliphatic) using sulfated tin oxide catalyst is illustrated. N-Boc protection of various amines was carried out with (Boc)2O using sulfated tin oxide as a catalyst at room temperature under solvent-free conditions. Rapid reaction times, ease of handling, cleaner reactions, easy work-up, reusable catalyst, and excellent isolated yields are the striking features of this methodology which can be considered to be one of the better methods for the protection of amines and alcohols.

DOI: http://dx.doi.org/10.17807/orbital.v10i7.1155