Practical, modular, and general synthesis of benzofurans through extended Pummerer annulation/cross-coupling strategy.

Operationally simple, efficient, and widely applicable Pummerer annulations of simple phenols with ketene dithioacetal monoxides, with the aid of trifluoroacetic anhydride, have been shown to provide a variety of benzofurans having a methylthio group at the 2-position. Subsequent and newly developed nickel-catalyzed arylation at the methylthio group culminates in diversity-oriented synthesis of multisubstituted benzofurans. Our extended Pummerer annulation/cross-coupling sequence is powerful enough to synthesize biologically active natural products as well as highly fluorescent benzofuran derivatives. © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Citation

Kei Murakami, Hideki Yorimitsu, Atsuhiro Osuka. Practical, modular, and general synthesis of benzofurans through extended Pummerer annulation/cross-coupling strategy. Angewandte Chemie (International ed. in English). 2014 Jul 14;53(29):7510-3

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PMID: 24923582

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