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• W2268789621 startingPage "658" @default.
• W2268789621 abstract "Cascade reactions for the synthesis of 1,2,4-triazinones and 5-aminopyridazinones are reported using α-ketocarbazones as N-isocyanate precursors and exploiting the divergent reactivity observed with primary and secondary amines. Triazinones were formed with primary amines, likely through addition of the amine on the N-isocyanate, followed by cyclization (condensation) on the ketone. In contrast, such cyclization is impossible for secondary amines; this allows in situ formation of enamines, which, upon cyclization, generate 5-amino pyridazinones. This sequence further illustrates the versatility of N-isocyanates in heterocyclic synthesis and provides a rare example of carbon nucleophiles reacting with N-isocyanates." @default.
• W2268789621 created "2016-06-24" @default.
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• W2268789621 date "2016-02-08" @default.
• W2268789621 modified "2023-09-24" @default.
• W2268789621 title "Divergent Reactivity of <i>N</i>-Isocyanates with Primary and Secondary Amines: Access to Pyridazinones and Triazinones" @default.
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• W2268789621 doi "https://doi.org/10.1021/acs.orglett.5b03590" @default.
• W2268789621 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/26852776" @default.
• W2268789621 hasPublicationYear "2016" @default.
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