Water Participated Dual C(sp <sup>3</sup> )−C(sp <sup>3</sup> ) Bond Cleavage of Cyclobutanones Catalyzed by Lewis Acid

Abstract Lewis acid‐catalyzed ring‐opening reactions of cyclobutanones were mostly achieved through cleavage of a single C2−C3 bond to deliver cyclic products. Herein, an unprecedented Lewis acid catalyzed synergistic cleavage of both C2−C3 bonds in 3‐arylcyclobutanones was realized under participation of water, providing a series of aryl alkyl ketones in mild conditions. A broad scope of substrates decorated with various substituents were well accommodated. Mechanistic proposal including the function of water was unambiguously validated by experimental verification.

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Publication Details

Journal
ChemistrySelect
Published
2024-09-30
DOI
https://doi.org/10.1002/slct.202402873
Citations
1
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.25

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article

Water Participated Dual C(sp 3 )−C(sp 3 ) Bond Cleavage of Cyclobutanones Catalyzed by Lewis Acid

Z Liu, Yuanqi Wu, Jie Tao, Yu Liu et al.
1 citations
ChemistrySelect
Catalytic C–H Functionalization Methods
0.25
article

Water Participated Dual C(sp 3 )−C(sp 3 ) Bond Cleavage of Cyclobutanones Catalyzed by Lewis Acid

Z Liu, Yuanqi Wu, Jie Tao, Yu Liu, Dongyue Zhang, Tingting Li, Wenhui Ma, Tian‐Gui Li
article en
1 citations

Abstract

Abstract Lewis acid‐catalyzed ring‐opening reactions of cyclobutanones were mostly achieved through cleavage of a single C2−C3 bond to deliver cyclic products. Herein, an unprecedented Lewis acid catalyzed synergistic cleavage of both C2−C3 bonds in 3‐arylcyclobutanones was realized under participation of water, providing a series of aryl alkyl ketones in mild conditions. A broad scope of substrates decorated with various substituents were well accommodated. Mechanistic proposal including the function of water was unambiguously validated by experimental verification.

ChemistrySelectVol. 9(37)
Changchun University of Technology (CN)
National Natural Science Foundation of China
Clean water and sanitation
Openalex Percentile: Top 48%
Catalytic C–H Functionalization Methods
0.25
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Water Participated Dual C(sp <sup>3</sup> )−C(sp <sup>3</sup> ) Bond Cleavage of Cyclobutanones Catalyzed by Lewis Acid — Z Liu, Yuanqi Wu, et al. · ChemistrySelect (2024) | TGRS Research Map | TGRS