N-Aminophthalimide-mediated aerobic deborohydroxylation of boronic acid in air
Literature Information
Publication Date
2023-11-21
DOI
10.1039/D3QO01651J
Impact Factor
5.281
Authors
Wenzheng Zhang, Zhenxing Yan, Chuan-Ying Li
View Original
Abstract
An efficient and convenient metal-free aerobic deborohydroxylation of boronic acids into phenols and alcohols in air is reported. The approach utilizes inexpensive and readily available N-aminophthalimide as a mediator to activate molecular oxygen, which enables the process to occur under relatively mild conditions. Due to the excellent chemoselectivity, the transformation tolerates various functional groups, especially oxidatively sensitive functionalities. Possible mechanisms are discussed based on primary experimental and theoretical mechanistic investigations.
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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
Recommended Compounds
N1,N1-Bis(4-aminophenyl)benzene-1,4-diamine trihydrochloride
CAS Number:
114254-48-7
Molecular Formula:
C18H21Cl3N4
5,5',5''-(((2,4,6-Trimethylbenzene-1,3,5-triyl)tris(methylene))tris(oxy))triisophthalic acid
CAS Number:
1159974-70-5
Molecular Formula:
C36H30O15
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