5004-46-6Relevant articles and documents
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Hirsch,Orphanos
, p. 2109 (1966)
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Phosphoramidates as Transient Precursors of Nitrogen-Centered Radical Under Visible-Light Irradiation: Application to the Synthesis of Phthalazine Derivatives
De Abreu, Maxime,Selkti, Mohamed,Belmont, Philippe,Brachet, Etienne
, p. 2216 - 2222 (2020/03/19)
Phosphoramidates are for the first time presented as efficient N-Centered Radical (NCR) precursors under visible-light irradiation. More precisely among this class of phosphorus-derived compounds, we studied the radical reactivity of phosphonohydrazones, under mild reaction conditions, which allowed the synthesis of a wide and diversified library of the scarcely reported phthalazine scaffold. Mechanistic investigations confirmed the formation of a NCR from these brand-new phosphonohydrazones (derivatived from phosphoramidates), which were further engaged in an intramolecular 6-exo-dig cyclization to provide phthalazines. Compared to other pre-activated moieties, the phosphoramidate group is self-immolative, thus enhancing its attractiveness for the C?N bond formation. (Figure presented.).
Nature of Reissert Analogs Derived from N,N-Dialkyl and N,N-Diaryl Carbamoyl Chlorides
Kant, Joydeep,Popp, Frank D.,Uff, Barrie C.
, p. 1065 - 1070 (2007/10/02)
Reissert analogs were prepared from the reaction of isoquinoline and phthalazine with carbamoyl chlorides and cyanide using the methylene chloride-water method.Alkylation, condensation, Michael addition, and hydrolysis reactions of these Reissert analogs have been studied and found in many cases, to be similar to those of the isoquinoline Reissert compound.