Substrate-directed chemo- and regioselective synthesis of polyfunctionalized trifluoromethylarenes via organocatalytic benzannulation

Literature Information

Publication Date 2019-12-30
DOI 10.1039/C9QO01436E
Impact Factor 5.281
Authors

Yan-Ling Ji, Xiang-Hong He, Guo Li, Yue-Yan Ai, He-Ping Li, Cheng Peng, Bo Han


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Abstract

Highly chemo- and regioselective substrate-directed benzannulation of trisubstituted CF3-alkenes and 2-benzylidenemalononitriles or 2-nitroallylic acetates has been achieved via Michael-initiated [4 + 2] or Rauhut–Currier-initiated [3 + 3] annulation. These protocols enable the rapid assembly of structurally important tri-fluoromethylarene cores featuring five or four contiguous functional groups, affording a broad spectrum of products with diverse substituents in generally high yields. These products could be facilely transformed into structurally diverse molecules of synthetic and medicinal interest.

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DOI: 10.1039/C9QO90018G

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Organic Chemistry Frontiers

Organic Chemistry Frontiers
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Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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