Dihalogentriphenylphosphoranes in Heterocyclic Synthesis; 15.1 A Simple One-Pot-Procedure for the Generation of Nitrilimines with the Aid of Dihalogentriphenyl-phosphoranes: 1,3-Dipolar Cycloadditions and 1,5-Electrocyclizations

Heinrich Wamhoff; Magdy Zahran

doi:10.1055/s-1987-28108

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Synthesis 1987; 1987(10): 876-879
DOI: 10.1055/s-1987-28108

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Dihalogentriphenylphosphoranes in Heterocyclic Synthesis; 15.¹ A Simple One-Pot-Procedure for the Generation of Nitrilimines with the Aid of Dihalogentriphenyl-phosphoranes: 1,3-Dipolar Cycloadditions and 1,5-Electrocyclizations

Heinrich Wamhoff^* , Magdy Zahran

^*Institut für Organische Chemie und Biochemie der Universität Bonn, Gerhard-Domagk-Strasse 1, D-5300 Bonn 1, West Germany

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Publication Date:
12 September 2002 (online)

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A simple and versatile one-pot procedure for the in situ generation of nitrilimines from N-acyl hydrazines is described. 1,3-Dipolar cycloadditions and 1,5-electrocyclic ring closures are carried out. Unsymmetrically substituted dipolarophiles show typical regioselectivity.