A new synthetic pathway to generate β-oxabutyrolactams starting from 2,5-dihydrooxazoles is described. This procedure is based on the addition of acid chlorides to heterocyclic imines followed by oxidation in the presence of pyridinium chlorochromate.
Synthesis of different types of valerolactams starting from 2,5-dihydrooxazoles
作者:Katharina Johannes、Jürgen Martens
DOI:10.1016/j.tet.2009.10.107
日期:2010.1
Tricyclic valerolactams characterized by a variable heteroatom in gamma-position, for example, sulfur, oxygen or nitrogen, were synthesized starting from 2,5-dihydrooxazoles. The chosen synthetic procedures included the addition of thiosalicylic acid as well as the addition of salicyl chloride. The nitrogen containing lactams were prepared in a cycloaddition and subsequent oxidation. (C) 2009 Elsevier Ltd. All rights reserved.