Direct Substitution of Hydroxy Group of π-Activated Alcohols with Electron-Deficient Amines Using Re2O7 Catalyst
Braja Gopal Das, Rajender Nallagonda and Prasanta Ghorai*
*Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhopal-462023, India, Email: pghoraiiiserb.ac.in
B. G. Das, R. Nallagonda, P. Ghorai, J. Org. Chem., 2012, 77, 5577-5583.
DOI: 10.1021/jo300706b
Abstract
A simple Re2O7-catalyzed direct dehydrative coupling between π-activated alcohols with electron-deficient amines has been achieved under mild and open flask conditions. The protocol alows the conversion of allylic, benzylic, and propargylic alcohols. The mechanistic proof for the SN1-type process has also been provided.
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Key Words
Allylic Amines, Propargylic Amines, Benzylic Amines
ID: J42-Y2012-2090