547741-45-7Relevant academic research and scientific papers
Reduction of chromano–piperidine-fused isoxazolidines: Tandem intramolecular rearrangements leading to 2-(methylamino)-4-oxo-N-phenyl-N-propyl-4H-chromene-3-carboxamide
Singh, Gagandeep,Gupta, Naman,Gupta, Vivek,Ishar, Mohan Paul Singh
, p. 2456 - 2459 (2017)
Reductive ring opening of isoxazolidine moiety of chromano–piperidine-fused isoxazolidines (3a–c) with HCOONH4 and 10% Pd/C in a mixture of solvents (THF/MeOH) at ambient temperature, affords novel 2-(methylamino)-4-oxo-N-phenyl-N-propyl-4H-chromene-3-carboxamide (4), which is apparently derived from reductive N[sbnd]O bond cleavage followed by tandem intramolecular rearrangements. Plausible mechanistic rationale for the formation of compound 4 is proffered.
Regio- and stereoselective synthesis of 1-benzopyrano[2,3-b]pyrrolo[2,3-d] pyridines: A microwave-accelerated intramolecular [3+2] cycloaddition reaction of azomethine ylide
Maiti, Sourav,Lakshmykanth,Panja, Suman Kalyan,Mukhopadhyay, Ranjan,Datta, Ayan,Bandyopadhyay, Chandrakanta
experimental part, p. 763 - 768 (2011/09/16)
Figure represented. Regio- and stereoselective syntheses of tetracyclic compounds having chromone, pyrrolidine, and piperidine rings have been accomplished by an intramolecular [3+2] cycloaddition reaction involving azomethine ylide. The reactions were ca
Substituent-controlled domino-Knoevenagel-hetero Diels - Alder reaction - A one-pot synthesis of polycyclic heterocycles
Maiti, Sourav,Panja, Suman Kalyan,Bandyopadhyay, Chandrakanta
scheme or table, p. 7625 - 7632 (2010/12/25)
The reaction of 2-(N-alkenyl-N-aryl)amino-4-oxo-4H-1-benzopyran-3- carbaldehyde with dimedone/Meldrum's acid/4-hydroxycoumarin by heating in ethanol in the presence of pyridine produces polycyclic heterocycles bearing pyridine and pyran rings in a one-pot reaction. The effect of substituents on N-atom of the amino function controls the mode of reaction. Terminal alkenes prefer intramolecular Michael type reaction, but non-terminal alkenes favour Diels-Alder reaction, whereas, under similar condition, 2-(N-alkyl-N-allyl) amino-4-oxo-4H-1-benzopyran-3-carbaldehyde undergoes domino-Knoevenagel-hetero Diels-Alder reaction.
Intramolecular low-temperature 1,3-dipolar cycloadditions of nitrones: synthesis of chromano-heterocycles
Singh, Gurpinder,Ishar,Gupta, Vivek,Singh, Gurmit,Kalyan, Mohit,Bhella, Surinderjit Singh
, p. 4773 - 4778 (2007/10/03)
In contrast to the reported facile intramolecular 1,3-dipolar cycloadditions of in-situ generated nitrone on heterocyclic systems, reactions of 2-(N-allyl/crotyl/cinnamyl-anilino)-3-formylchromones with N-phenyl-/methylhydroxylamine under comparable condi
Pericyclic transformations at the periphery of chromen-4-one (=4H-1-benzopyran-4-one): An unusual preference for a 1,5-shift of allylic moieties over the ene reaction
Singh, Gurmit,Singh, Gurpinder,Ishar, Mohan Paul S.
, p. 169 - 180 (2007/10/03)
Quite unlike the reported facile ene reactions on the periphery of many related heterocyclic systems, similarly disposed moieties on the periphery of the chromen-4-one (=4H-1-benzopyran-4-one) system fail to undergo an ene reaction and display a rather un
