![1,10-bis(3,5-dimethylphenyl)-12-hydroxy-4,5,6,7-tetrahydroiindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocine 12-oxide structure](https://static.chemtradehub.com/structs/141/1412439-82-7-b9a9.webp "1,10-bis(3,5-dimethylphenyl)-12-hydroxy-4,5,6,7-tetrahydroiindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocine 12-oxide structure")
1,10-bis(3,5-dimethylphenyl)-12-hydroxy-4,5,6,7-tetrahydroiindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocine 12-oxide
CAS Number:
1412439-82-7
Molecular Formula:
C33H31O4P
Chromium-catalyzed allylic defluorinative acylation of trifluoromethyl-substituted alkenes with acyl oxime esters
Literature Information
Publication Date
2023-10-09
DOI
10.1039/D3QO01331F
Impact Factor
5.281
Authors
Hongzhang Shi, Haiyan Dong, Chuan Wang
View Original
Abstract
Herein we report a chromium-catalyzed reductive allylic defluorinative acylation of trifluoromethyl substituted alkenes with acyl oxime esters as the acylating agents, allowing for efficient synthesis of various ketones bearing a gem-difluoroalkene unit. The preliminary mechanistic investigations reveal that low-valent chromium species promote both the reduction of acyl oxime esters and the rate-limiting β-fluoro elimination while the additive potassium phosphate suppresses the undesired hydroacylation side reaction.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
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CAS Number:
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Molecular Formula:
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Molecular Formula:
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