Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 132, Issue 49, Pages 17378-17380Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja108754f
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Funding
- Scripps Research Institute
- National Institutes of Health (NIGMS) [1 R01 GM084019-02]
- NSF [NSF CHE-1011898]
- Amgen
- Eli Lilly
- Korean Government [NRF-2009-352-C00077]
- Bristol Myers Squibb
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [1011898] Funding Source: National Science Foundation
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Pd(II)-catalyzed beta-C(sp(3))-H carbonylation of N-arylamides under CO (1 atm) has been achieved. Following amide-directed C(sp(3))-H cleavage and insertion of CO into the resulting [Pd(II)-C(sp(3))] bond, intramolecular C-N reductive elimination gave the corresponding succinimides, which could be readily converted to 1,4-dicarbonyl compounds. This method was found to be effective with substrates containing alpha-hydrogen atoms and could be applied to effect methylene C(sp(3))-H carbonylation of cyclopropanes.
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