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- W4379599393 abstract "Benzoheteroles and vinyl sulfones are the most promising pharmaceutical relevance motifs, yet the hybrid analogues of these scaffolds still need to be explored. We report herein a general and highly efficient Pd(OAc)2-catalyzed intramolecular cyclization and vinylation of o-alkynylphenols/o-alkynylanilines with (E)-β-iodovinyl sulfones under mild reaction conditions. A direct C(sp2)–C(sp2) cross-coupling is enabled for the diversity-oriented synthesis of vinyl sulfone-tethered benzofurans and indoles in good to high yields with excellent stereoselectivity. Notably, this tandem process was consistent at the gram scale, and in situ, generation of 2-(phenylethynyl)phenol has also been utilized in a scalable synthesis. Late-stage synthetic transformations were also further explored, including isomerization and desulfonylative-sulfenylation. Moreover, several control experiments were accomplished, and we proposed a plausible mechanism based on existing experimental results." @default.
- W4379599393 created "2023-06-08" @default.
- W4379599393 creator A5005860038 @default.
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- W4379599393 date "2023-06-07" @default.
- W4379599393 modified "2023-10-16" @default.
- W4379599393 title "Pd(II)-Catalyzed Tandem Cycloannulative-Alkenylation of <i>o</i>-Alkynyl-Phenols/Anilines with (<i>E</i>)-β-Iodovinyl Sulfones: A Direct Strategy To Construct 3-(Vinyl sulfonyl)benzoheterole Derivatives" @default.
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- W4379599393 doi "https://doi.org/10.1021/acs.joc.3c00671" @default.
- W4379599393 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/37283071" @default.
- W4379599393 hasPublicationYear "2023" @default.
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