- Reductive cleavage of N-substituted aromatic amides as tert-butyl acylcarbamates
-
Synthetic and spectroscopic details relating to a set of heteroaromatic N-benzyl carboxamides and in particular the corresponding tert-butyl acylcarbamates are reported. These compounds were required to study the postulated effect of various heterocycles
- Ragnarsson, Ulf,Grehn, Leif,Maia, Hernani L.S.,Monteiro, Luis S.
-
-
Read Online
- Enhancing Reductive Cleavage of Aromatic Carboxamides
-
(matrix presented) A set of aromatic and especially heteroaromatic N-benzyl carboxamides, derived from naphthalene, pyridine, pyrazine, and quinoline, and the corresponding tert-butyl acylcarbamates have been synthesized and studied by cyclic voltammetry with respect to facilitated reduction. The latter undergo regiospecific cleavage of their C(O)-N bonds under very mild reductive conditions with formation of Boc-protected (benzyl)-amine in most cases in nearly quantitative yields. Examples of preparative cleavage by controlled potential electrolysis, activated aluminum, and NaBH4 are given.
- Ragnarsson, Ulf,Grehn, Leif,Maia, Hernani L. S.,Monteiro, Luis S.
-
p. 2021 - 2022
(2007/10/03)
-