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DC Field | Value | Language |
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dc.contributor.author | Patel, Ashvani K. | en_US |
dc.contributor.author | Samanta, Sampak | en_US |
dc.date.accessioned | 2023-12-14T12:38:12Z | - |
dc.date.available | 2023-12-14T12:38:12Z | - |
dc.date.issued | 2023 | - |
dc.identifier.citation | Patel, 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.202300631 | en_US |
dc.identifier.issn | 1434-193X | - |
dc.identifier.other | EID(2-s2.0-85166222172) | - |
dc.identifier.uri | https://doi.org/10.1002/ejoc.202300631 | - |
dc.identifier.uri | https://dspace.iiti.ac.in/handle/123456789/12688 | - |
dc.description.abstract | An 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.iso | en | en_US |
dc.publisher | John Wiley and Sons Inc | en_US |
dc.source | European Journal of Organic Chemistry | en_US |
dc.subject | 2,3,6-trisubstituted pyridines | en_US |
dc.subject | 3-chloropropiophenones | en_US |
dc.subject | cyclic N-sulfonyl ketimines | en_US |
dc.subject | double C(sp3)−H alkylation | en_US |
dc.subject | organocatalyst | en_US |
dc.title | Organocatalyzed Double C(sp3)−H Alkylation of Cyclic N-Sulfonyl Ketimines with 3-Chloropropiophenones: Selective Access to 2,3,6-Trisubstituted Pyridines | en_US |
dc.type | Journal Article | en_US |
Appears in Collections: | Department of Chemistry |
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