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Conformation-induced remote meta-C–H activation of amines

Author

Listed:
  • Ri-Yuan Tang

    (The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA)

  • Gang Li

    (The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA)

  • Jin-Quan Yu

    (The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA)

Abstract

In anilines and benzylic amines, a recyclable chemical template can direct the olefination and acetoxylation of meta-C–H bonds as far as 11 bonds away from a functional group; in particular, it is able to direct the meta-selective C–H functionalization of bicyclic heterocycles via a highly strained, tricyclic-cyclophane-like palladated intermediate.

Suggested Citation

  • Ri-Yuan Tang & Gang Li & Jin-Quan Yu, 2014. "Conformation-induced remote meta-C–H activation of amines," Nature, Nature, vol. 507(7491), pages 215-220, March.
    • Handle: RePEc:nat:nature:v:507:y:2014:i:7491:d:10.1038_nature12963
    DOI: 10.1038/nature12963
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    Cited by:

    1. Bishal Dutta & Mayank Mahajan & Animesh Ghosh & Maciej Dajek & Rafal Kowalczyk & Bhaskar Mondal & Haibo Ge & Debabrata Maiti, 2024. "Hydrogen bonding template enables remote meta-C–H alkenylation of nitroarenes with electron-deficient alkenes," Nature Communications, Nature, vol. 15(1), pages 1-9, December.
    2. Longlong Xi & Minyan Wang & Yong Liang & Yue Zhao & Zhuangzhi Shi, 2023. "Tunably strained metallacycles enable modular differentiation of aza-arene C–H bonds," Nature Communications, Nature, vol. 14(1), pages 1-10, December.

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