Palladium-catalyzed intramolecular rearrangement of vinylidenecyclopropanes through C–C bond activation
Literature Information
Publication Date
2015-04-29
DOI
10.1039/C5QO00127G
Impact Factor
5.281
Authors
Dong Pan, Gen-Qiang Chen, Xiang-Ying Tang, Min Shi
View Original
Abstract
Vinylidenecyclopropanes bearing sulfonamide can undergo a novel intramolecular rearrangement to give the corresponding functionalized dimethylenecyclopropanes in moderate to good yields in the presence of Pd(OAc)2 in toluene upon heating through C–C bond activation based on weak coordination of the sulfonamide directing group. The reaction pathway can be changed for phenyl substituted vinylidenecyclopropane, giving another type of dimethylenecyclopropane in methanol in the presence of K2CO3 under reflux.
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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
![4-[(2-{2-[2-(2-Aminoethoxy)ethoxy]ethoxy}ethyl)amino]-2-(2,6-dioxo-3-piperidinyl)-1H-isoindole-1,3(2H)-dione structure](https://static.chemtradehub.com/structs/209/2093416-31-8-3162.webp "4-[(2-{2-[2-(2-Aminoethoxy)ethoxy]ethoxy}ethyl)amino]-2-(2,6-dioxo-3-piperidinyl)-1H-isoindole-1,3(2H)-dione structure")
4-[(2-{2-[2-(2-Aminoethoxy)ethoxy]ethoxy}ethyl)amino]-2-(2,6-dioxo-3-piperidinyl)-1H-isoindole-1,3(2H)-dione
CAS Number:
2093416-31-8
Molecular Formula:
C21H28N4O7
1-(3-Fluorophenyl)-1H-1,2,4-triazole-3-carboxylic acid
CAS Number:
1292369-51-7
Molecular Formula:
C9H6FN3O2
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