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Chinese Journal of Organic Chemistry >

2026 202603018

DOI: https://doi.org/10.6023/cjoc202603018

ARTICLE

Palladium-Catalyzed Heck-Type Reaction of α-Bromonitriles with Terminal Alkenes

  • Ban Yin ,
  • Yang Jian ,
  • Yang Shasha ,
  • Man Xueyu ,
  • Huang Yang
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  • aGuizhou Provincial Key Laboratory of Innovation and Manufacturing for Pharmaceuticals,School of Pharmacy, Zunyi Medical University, Zunyi, 563003;
    bSchool of Pharmaceutical Sciences, Hunan University of Medicine, Huaihua, Hunan, 418000

Received date: 2026-06-12

  Revised date: 2026-06-30

  Online published: 2026-09-08

Supported by

Zunyi Medical University (No. F-1119).

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Abstract

α-Bromonitriles represented an important synthetic building block. They have been used to prepare compounds containing cyanoalkyl groups. However, their coupling reactions under palladium catalysis remains unexplored. This reaction presents two challenges: firstly, α-bromonitriles may coordinate with palladium and lower its catalytic activity. Second, they tend to undergo β-hydrogen elimination. To solve these problems, we developed a palladium-catalyzed Heck coupling between α-bromonitriles and terminal alkenes. This operationally simple protocol proceeds under mild conditions, and exhibits broad functional group compatibility as well as a wide substrate scope. Furthermore, the method is applicable to the late-stage functionalization of pharmaceutical molecules, demonstrating its potential for synthetic applications.

Key words： α-bromonitriles; palladium-catalyzed; terminal alkenes; Heck-type reaction

Cite this article

Ban Yin , Yang Jian , Yang Shasha , Man Xueyu , Huang Yang . Palladium-Catalyzed Heck-Type Reaction of α-Bromonitriles with Terminal Alkenes[J]. Chinese Journal of Organic Chemistry, 2026 : 202603018 . DOI: 10.6023/cjoc202603018

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