Please use this identifier to cite or link to this item: https://dspace.iiti.ac.in/handle/123456789/12688
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dc.contributor.authorPatel, Ashvani K.en_US
dc.contributor.authorSamanta, Sampaken_US
dc.date.accessioned2023-12-14T12:38:12Z-
dc.date.available2023-12-14T12:38:12Z-
dc.date.issued2023-
dc.identifier.citationPatel, A. K., & Samanta, S. (2023). Organocatalyzed Double C(sp3)−H Alkylation of Cyclic N-Sulfonyl Ketimines with 3-Chloropropiophenones: Selective Access to 2,3,6-Trisubstituted Pyridines. European Journal of Organic Chemistry. Scopus. https://doi.org/10.1002/ejoc.202300631en_US
dc.identifier.issn1434-193X-
dc.identifier.otherEID(2-s2.0-85166222172)-
dc.identifier.urihttps://doi.org/10.1002/ejoc.202300631-
dc.identifier.urihttps://dspace.iiti.ac.in/handle/123456789/12688-
dc.description.abstractAn efficient sequential one-pot, two-step pseudo-four-component reaction between 3/4-methyl N-sulfonyl ketimines with 3-chloropropiophenones triggered by DIPEA/NaHCO3 as a cooperative base and subsequent aza-cyclization using NH4OAc is reported. This transition-metal-oxidant-free technique concocts new C−C/C=C/C=N−C bonds selectively, guaranteeing acceptable yields of 2,3,6-trisubstituted pyridines possessing ortho-hydroxyaryl/benzenesulfonamide and propiophenone moieties at C2 and C3 positions, respectively. Interestingly, while replacing methyl-substituents with straight alkyl chains of N-sulfonyl ketimines, only a monoalkylation reaction happened with in situ-generated vinyl ketones to deliver promising yields of 3-picoline derivatives. Moreover, the synthetic transmutation of prepared pyridine derivative led to several important classes of pyridocoumarin, 5H-chromenopyridine, and di(pyridin-3-yl) methane derivatives. © 2023 Wiley-VCH GmbH.en_US
dc.language.isoenen_US
dc.publisherJohn Wiley and Sons Incen_US
dc.sourceEuropean Journal of Organic Chemistryen_US
dc.subject2,3,6-trisubstituted pyridinesen_US
dc.subject3-chloropropiophenonesen_US
dc.subjectcyclic N-sulfonyl ketiminesen_US
dc.subjectdouble C(sp3)−H alkylationen_US
dc.subjectorganocatalysten_US
dc.titleOrganocatalyzed Double C(sp3)−H Alkylation of Cyclic N-Sulfonyl Ketimines with 3-Chloropropiophenones: Selective Access to 2,3,6-Trisubstituted Pyridinesen_US
dc.typeJournal Articleen_US
Appears in Collections:Department of Chemistry

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