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8. ChemInform Abstract: Cu-Facilitated C-O Bond Formation Using N-Hydroxyphthalimide: Efficient and Selective Functionalization of Benzyl and Allylic C-H Bonds

Author

Sukbok Chang, Seung Hwan Cho, Eun Ju Park, and Ji Min Lee

Subjects
Phthalimide, Allylic rearrangement, chemistry.chemical_compound, Hydrogen, Chemistry, Reagent, Surface modification, chemistry.chemical_element, General Medicine, Bond formation, Medicinal chemistry, Stoichiometry, Catalysis
Abstract

A highly efficient protocol for the benzyl or allylic C−H functionalization of simple hydrocarbons has been developed using stoichiometric amounts of N-hydroxyphthalimide and PhI(OAc)2 in the presence of CuCl catalyst. The reaction was revealed to proceed via a radical pathway, in which phthalimide N-oxyl (PINO) radical plays a dual role, serving as a catalytic hydrogen abstractor from hydrocarbons as well as a stoichiometric reagent to couple with the resultant alkyl radicals.

Published
2008

9. Pt-Catalyzed sp3 C—H Bond Activation of o-Alkyl Substituted Aromatic Carboxylic Acid Derivatives for the Formation of Aryl Lactones

Author

Sukbok Chang and Ji Min Lee

Subjects
inorganic chemicals, chemistry.chemical_classification, C h bond, organic chemicals, Carboxylic acid, Aryl, Organic Chemistry, chemistry.chemical_element, General Medicine, Biochemistry, Medicinal chemistry, Catalysis, chemistry.chemical_compound, chemistry, Drug Discovery, Organic chemistry, Chelation, Platinum, Alkyl, Palladium
Abstract

Synthesis of aryl lactones from ortho-alkyl substituted aromatic carboxylic acids is described on the basis of sp3 C–H bond activation using either palladium or platinum catalysts. Kinetic isotope studies reveal that the reaction takes place presumably by the chelation assistance of metal catalyst to the carboxylic group followed by the C–H bond activation.

Published
2006

10. Cooperative Multi-Catalyst Systems for One-Pot Organic Transformations

Author

Sukbok Chang, Ji Min Lee, Hoon Han, and Youngim Na

Subjects
Wacker process, Tsuji–Trost reaction, Catalytic cycle, Chemistry, chemistry.chemical_element, Organic chemistry, General Chemistry, General Medicine, Combinatorial chemistry, Palladium, Catalysis
Abstract

One-pot co-catalyst systems are covered in this tutorial review. It is divided into three sections according to the reaction types: i) one catalyst performs a desired reaction as the second catalyst restores the first catalytic species back into its original state for the next catalytic cycles, ii) two catalysts carry out sequential organic transformations, in which the first step is carried out by one catalyst to afford certain intermediates being to be subjected to the second catalyst for the next step, and iii) cooperative catalytic actions on both substrates by suitable catalysts proceed in a substrate-selective manner followed by the subsequent coupling of the two activated adducts providing the desired products.

Published
2004

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