Ball-Milling-Enabled Nickel-Catalyzed Reductive 1,4-Alkylarylation of 1,3-Enynes under an Air Atmosphere

A ball-mill-enabled nickel-catalyzed 1,4-alkylarylation of 1,3-enynes with organic bromides has been developed, offering a versatile method for assembling tetrasubstituted allenes. This approach, the first of ball-milling-based remote radical coupling, overcomes the limitations of traditional solution-phase methods, such as the need for air- and moisture-sensitive reagents, the use of bulk solvents, and prolonged reaction times. Given the outstanding performance of ball-milling-based radical reduction coupling reactions, we anticipate further advancements in sustainable and efficient synthetic methodologies.

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Publication Details

Journal
Organic Letters
Published
2024-08-29
DOI
https://doi.org/10.1021/acs.orglett.4c02729
Citations
10
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
2.50

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article

Ball-Milling-Enabled Nickel-Catalyzed Reductive 1,4-Alkylarylation of 1,3-Enynes under an Air Atmosphere

Yufang Yang, Lei Hao, Xiaofeng Wei, Siyuan Wang et al.
10 citations
Organic Letters
Radical Photochemical Reactions
2.50
article

Ball-Milling-Enabled Nickel-Catalyzed Reductive 1,4-Alkylarylation of 1,3-Enynes under an Air Atmosphere

Yufang Yang, Lei Hao, Xiaofeng Wei, Siyuan Wang, Bobo Wang, Shu Fan
article en
10 citations

Abstract

A ball-mill-enabled nickel-catalyzed 1,4-alkylarylation of 1,3-enynes with organic bromides has been developed, offering a versatile method for assembling tetrasubstituted allenes. This approach, the first of ball-milling-based remote radical coupling, overcomes the limitations of traditional solution-phase methods, such as the need for air- and moisture-sensitive reagents, the use of bulk solvents, and prolonged reaction times. Given the outstanding performance of ball-milling-based radical reduction coupling reactions, we anticipate further advancements in sustainable and efficient synthetic methodologies.

Organic LettersVol. 26(36)
Shenzhen University (CN), First Affiliated Hospital of Xi'an Jiaotong University (CN), Shenzhen Technology University (CN), Xi'an Jiaotong University (CN)
Shenzhen Technology University, Xi’an Jiaotong University, Natural Science Foundation of Shaanxi Province
Openalex Percentile: Top 11%
Radical Photochemical Reactions
2.50
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Ball-Milling-Enabled Nickel-Catalyzed Reductive 1,4-Alkylarylation of 1,3-Enynes under an Air Atmosphere — Yufang Yang, Lei Hao, et al. · Organic Letters (2024) | TGRS Research Map | TGRS