Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 12, Issue 28, Pages 5243-5249Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c4ob00568f
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Funding
- Program for Chang Jiang Scholars
- 111 project
- Innovative Research Team in University [IRT 1070]
- National Nature Science Foundation of China [21372148]
- Cheung Kong Scholar Programme
- Shaanxi Innovative Team of Key Science and Technology [2013KCT-17]
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The first examples of a Pd-catalyzed carbonylation of aryl boronic acids with sp(3) carbon partners are presented. Various boronic acids were shown to react with 1,3-diesters and 1,3-diketones to afford structurally unique carbonyl compounds. By employing 2-substituted 1,3-diesters, synthetically-challenging quaternary carbon centres were accessed. In total, 42 examples of aryl carbonyl compounds were prepared in moderate to good yields. The catalytic system features the use of a bidentated phosphine ligand and a relatively low CO pressure (5 atm), providing an easy, alternative method for the preparation of triketones.
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