2023
DOI: 10.1021/acs.joc.3c00194
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Synthesis of Pyrazolidinone-Fused Benzotriazines through C–H/N–H Bond Functionalization of 1-Phenylpyrazolidinones with Oxadiazolones

Abstract: Presented herein is an efficient synthesis of pyrazolidinone-fused benzotriazines through the cascade reaction of 1-phenylpyrazolidinones with oxadiazolones. The formation of the title products is initiated by Rh(III)-catalyzed C–H/N–H bond metallation of 1-phenylpyrazolidinone and subsequent coordination with oxadiazolone followed by migratory insertion along with CO2 liberation, proto-demetallation, and intramolecular condensation. To our knowledge, this is the first synthesis of pyrazolidinone-fused benzotr… Show more

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Cited by 4 publications
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“…Inspired by the above-described pioneering studies and as a continuation of our research interest in CHA-initiated cascade reactions, 9,10 especially by using allene derivatives as effective CPs, 8 i we conceived a reaction between 1-arylpyrazolidinones and allenyl acetates with the aim of developing alternative approaches towards fused N -heterocyclic compounds. Herein, we would like to report the results obtained in this regard.…”
Section: Introductionmentioning
confidence: 99%
“…Inspired by the above-described pioneering studies and as a continuation of our research interest in CHA-initiated cascade reactions, 9,10 especially by using allene derivatives as effective CPs, 8 i we conceived a reaction between 1-arylpyrazolidinones and allenyl acetates with the aim of developing alternative approaches towards fused N -heterocyclic compounds. Herein, we would like to report the results obtained in this regard.…”
Section: Introductionmentioning
confidence: 99%