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- Title
Practical, Modular, and General Synthesis of Benzofurans through Extended Pummerer Annulation/Cross-Coupling Strategy.
- Authors
Murakami, Kei; Yorimitsu, Hideki; Osuka, Atsuhiro
- Abstract
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.
- Subjects
HETEROCYCLIC compound derivatives; BENZOFURAN; ANNULATION; COUPLING reactions (Chemistry); PUMMERER rearrangement; ANHYDRIDES; KETENES
- Publication
Angewandte Chemie International Edition, 2014, Vol 53, Issue 29, p7510
- ISSN
1433-7851
- Publication type
Article
- DOI
10.1002/anie.201403288