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Cobalt-catalyzed branched selective hydroallylation of terminal alkynes

Author

Listed:
  • Jieping Chen

    (Zhejiang University)

  • Jiale Ying

    (Zhejiang University)

  • Zhan Lu

    (Zhejiang University
    Zhengzhou University)

Abstract

Here, we reported a cobalt-hydride-catalyzed Markovnikov-type hydroallylation of terminal alkynes with allylic electrophile to access valuable and branched skipped dienes (1,4-dienes) with good regioselectivity. This operationally simple protocol exhibits excellent functional group tolerance and exceptional substrate scope. The reactions could be carried out in gram-scale with TON (turn over number) up to 1160, and the products could be easily derivatized. The preliminary mechanism of electrophilic allylation of α-selective cobalt alkenyl intermediate was proposed based on deuterium labeling experiment and kinetic studies.

Suggested Citation

  • Jieping Chen & Jiale Ying & Zhan Lu, 2022. "Cobalt-catalyzed branched selective hydroallylation of terminal alkynes," Nature Communications, Nature, vol. 13(1), pages 1-9, December.
    • Handle: RePEc:nat:natcom:v:13:y:2022:i:1:d:10.1038_s41467-022-32291-3
    DOI: 10.1038/s41467-022-32291-3
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    Cited by:

    1. Jiale Ying & Yan Tan & Zhan Lu, 2024. "Cobalt-catalyzed hydrothiolation of alkynes for the diverse synthesis of branched alkenyl sulfides," Nature Communications, Nature, vol. 15(1), pages 1-9, December.
    2. Qian Gao & Wei-Cheng Xu & Xuan Nie & Kang-Jie Bian & Hong-Rui Yuan & Wen Zhang & Bing-Bing Wu & Xi-Sheng Wang, 2024. "Regio‐ and enantioselective nickel-alkyl catalyzed hydroalkylation of alkynes," Nature Communications, Nature, vol. 15(1), pages 1-9, December.

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