Organic Chemistry Portal

Abstracts

Search:

A General and Efficient 2-Amination of Pyridines and Quinolines

Jingjun Yin,* Bangping Xiang,* Mark A. Huffman, Conrad E. Raab and Ian W. Davies

*Department of Process Research, Merck Research Laboratories, P.O. Box 2000, Rahway, New Jersey 07065, Email: jingjun_yinmerck.com, bangping_xiangmerck.com

J. Yin, B. Xiang, M. H. Huffman, C. E. Raab, I. W. Davies, J. Org. Chem., 2007, 72, 4554-4557.

DOI: 10.1021/jo070189y (free Supporting Information)


Abstract

Pyridine N-oxides were converted to 2-aminopyridines in a one-pot fashion using Ts2O-tBuNH2 followed by in situ deprotection with TFA. The amination proceeded in high yields, excellent 2-/4-selectivity, and with good functional group compatibility.

see article for more examples



Key Words

Pyridines, Quinolines, Amination, N-Oxides


ID: J42-Y2007-1980