Synthetic Communications p. 2014 - 2021 (2015)
Update date:2022-07-30
Topics:
Macarthur, Nicholas S.
Wang, Linshu
Mccarthy, Blaine G.
Jakobsche, Charles E.
The reported rearrangement of N-nitrosodichloroacetamides provides a practicalmethod for converting primary amines into primary alcohols. The reaction sequence is operationally simple, requires only a single purification, and is compatible with a number of common functional groups. Mechanistic studies of the nitrosylation and rearrangement reactions illustrate the increased utility of dichloroacetamides compared to various other amides for this transformation.
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