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Published on: June 21, 2017
Controlled reduction of activated primary and secondary amides into aldehydes with diisobutylaluminum hydride
Sadaf Azeez1, Popuri Sureshbabu1, Shahulhameed Sabiah2
1Department of chemistry, Indian Institute of Technology (BHU), Varanasi, Uttar Pradesh-221005, India. jeyakumar.chy@iitbhu.ac.in.
Abstract:
A practical method is disclosed for the reduction of activated primary and secondary amides into aldehydes using diisobutylaluminum hydride (DIBAL-H) in toluene. A wide range of aryl and alkyl N-Boc, N,N-diBoc and N-tosyl amides were converted into the corresponding aldehydes in good to excellent yields. Reduction susceptible functional groups such as nitro, cyano, alkene and alkyne groups were found to be stable. Broad substrate scope, functional group compatibility and quick conversions are the salient features of this methodology.
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