![3-[4-(difluoromethoxy)phenyl]-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)propanoic acid structure](https://static.chemtradehub.com/structs/149/1496564-27-2-952e.webp "3-[4-(difluoromethoxy)phenyl]-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)propanoic acid structure")
3-[4-(difluoromethoxy)phenyl]-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)propanoic acid
CAS Number:
1496564-27-2
Molecular Formula:
C25H21F2NO5
Remote C(sp3)–H vinylation via radical-mediated consecutive fission of C–H and C–C bonds
Literature Information
Publication Date
2020-09-02
DOI
10.1039/D0QO00952K
Impact Factor
5.281
Authors
Tao Niu, Shan Yang, Xinxin Wu
View Original
Abstract
Described herein is a radical-mediated vinylation of the remote C(sp3)–H bonds of propargylic alcohols. A variety of widely available reagents, such as acetonitrile, ethers, aliphatic alcohols, and simple alkanes, serve as both the solvent and coupling partner. The transformation proceeds via sequential vinyl radical-mediated HAT and intramolecular vinyl migration, in which two inert C(sp3)–H bonds and one C–C bond are homolysed. The reaction also features broad functional group tolerance, good regio-/chemo-selectivity, and synthetic step-economy.
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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
![19-[Chloro(dideuterio)methyl]-19-deuterio-20,20-dideuteriooxyoctatriacontane-18,21-dione structure](https://static.chemtradehub.com/structs/124/1246818-85-8-6244.webp "19-[Chloro(dideuterio)methyl]-19-deuterio-20,20-dideuteriooxyoctatriacontane-18,21-dione structure")
19-[Chloro(dideuterio)methyl]-19-deuterio-20,20-dideuteriooxyoctatriacontane-18,21-dione
CAS Number:
1246818-85-8
Molecular Formula:
C39H75ClO4
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