887143-97-7Relevant articles and documents
A structurally diverse library of polycyclic lactams resulting from systematic placement of proximal functional groups
Mitchell, Judith M.,Shaw, Jared T.
, p. 1722 - 1726 (2006)
(Chemical Equation Presented) A short, linear sequence for the synthesis of complex small polycyclic lactams (see picture) is presented. The sequence, which is applied to the synthesis of a library of 529 compounds, is based on a catalytic, enantioselective cycloaddition between an oxazole and an aldehyde, so that the resultant compounds are enantiomerically pure and readily prepared in either stereochemical series.
Tandem organocatalyzed knoevenagel condensation/1,3-dipolar cycloaddition towards highly functionalized fused 1,2,3-triazoles
John, Jubi,Thomas, Joice,Parekh, Nikita,Dehaen, Wim
supporting information, p. 4922 - 4930 (2015/08/03)
Facile synthesis of fused 1,2,3-triazoles by a proline-catalyzed reaction of an azido aldehyde and a nitroalkane is elaborated. The present tandem protocol proceeds via an organocatalytic Knoevenagel condensation of the azido aldehyde and nitroalkane followed by intramolecular azide-nitroalkene cycloaddition. The functionalized bicyclic triazole is obtained by elimination of HNO2 from the cycloadduct. Application of this strategy enabled us to synthesize a range of functionalised 5-7 membered ring fused triazoles. The reaction calls for mild conditions, affords high yields, and results in good regiospecificity while displaying excellent substrate scope.
