Cu-facilitated C-O bond formation using N-hydroxyphthalimide: Efficient and selective functionalization of benzyl and allylic C-H bonds
SCIE
SCOPUS
- Title
- Cu-facilitated C-O bond formation using N-hydroxyphthalimide: Efficient and selective functionalization of benzyl and allylic C-H bonds
- Authors
- Lee, JM; Park, EJ; Cho, SH; Chang, S
- Date Issued
- 2008-06-25
- Publisher
- American Chemical Society
- 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 Phl(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.
- Keywords
- MOLECULAR-OXYGEN; AEROBIC OXIDATION; TRANSITION-METAL; CATALYSIS; ACID; RADICALS; ALKYL; CYTOCHROME-P-450; TEMPERATURE; ACTIVATION
- URI
- https://oasis.postech.ac.kr/handle/2014.oak/14444
- DOI
- 10.1021/JA8031218
- ISSN
- 0002-7863
- Article Type
- Article
- Citation
- JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 130, no. 25, page. 7824 - 7825, 2008-06-25
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