Nickel-Catalyzed Boron-Mediated Saturative Trifunctionalization of Alkynes.

Shanglin Chen, Yaru Peng, Junmei Lin, Puhui Li, Daojun Ye, Yuhan Wang, Xingxing Ma, Qiuling Song

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Article in Angewandte Chemie (International ed. in English), 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.

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5 · Who and what money

Authors and funding

8 authors.

Shanglin ChenKey Laboratory of Molecule Synthesis and Function Discovery, Fujian Province University, College of Chemistry, State Key Laboratory of Green and Efficient Development of Phosphorus Resources, Fuzhou University, Fuzhou, China.

Yaru PengKey Laboratory of Molecule Synthesis and Function Discovery, Fujian Province University, College of Chemistry, State Key Laboratory of Green and Efficient Development of Phosphorus Resources, Fuzhou University, Fuzhou, China.

Junmei LinKey Laboratory of Molecule Synthesis and Function Discovery, Fujian Province University, College of Chemistry, State Key Laboratory of Green and Efficient Development of Phosphorus Resources, Fuzhou University, Fuzhou, China.

Puhui LiKey Laboratory of Molecule Synthesis and Function Discovery, Fujian Province University, College of Chemistry, State Key Laboratory of Green and Efficient Development of Phosphorus Resources, Fuzhou University, Fuzhou, China.

Daojun YeCollege of Materials Science and Engineering, Fuzhou University, Fuzhou, Fujian, China.

Yuhan WangKey Laboratory of Molecule Synthesis and Function Discovery, Fujian Province University, College of Chemistry, State Key Laboratory of Green and Efficient Development of Phosphorus Resources, Fuzhou University, Fuzhou, China.

Xingxing MaKey Laboratory of Molecule Synthesis and Function Discovery, Fujian Province University, College of Chemistry, State Key Laboratory of Green and Efficient Development of Phosphorus Resources, Fuzhou University, Fuzhou, China.ORCID https://orcid.org/0009-0001-2352-446X

Qiuling SongKey Laboratory of Molecule Synthesis and Function Discovery, Fujian Province University, College of Chemistry, State Key Laboratory of Green and Efficient Development of Phosphorus Resources, Fuzhou University, Fuzhou, China.ORCID https://orcid.org/0000-0002-9836-8860

Funding

National Key Research and Development Program of China 2023YFF0723900National Natural Science Foundation of China 22271105National Natural Science Foundation of China 22501046

6 · The paper itself

Abstract

Converting simple alkynes into fully substituted alkanes-installing three distinct groups via a sequential one‑pot process-remains a formidable challenge. Herein, we report a boron-mediated, nickel-catalyzed strategy that achieves this transformation, enabling the modular assembly of valuable 1,1-diarylalkanes from both simple alkynyl tetracoordinate borons and N-acylglutarimides. The reaction proceeds with high regio- and chemoselectivity under mild conditions, exhibiting good functional group tolerance across both coupling partners. Mechanistic studies support a unique reaction pathway involving dual 1,2-metallate shifts, with water serving as the terminal proton source. The synthetic utility is demonstrated through one-pot synthesis, late-stage functionalization of drugs, gram-scale reactions, and versatile downstream transformations of the products. This strategy represents a distinct strategy that differs from stepwise alkyne reduction, offering a useful disconnection for complex alkane synthesis starting from alkynyl tetracoordinate borons or terminal alkynes via one‑pot borylation.

Indexed as

1,1‐diarylalkaneboron‐mediateddual 1,2‐metallate migrationsnickel‐catalyzedsaturative trifunctionalization

Identifiers

PMID42171468

DOI10.1002/anie.3844159

PMCPMC13340530

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Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.