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NHC-Catalyzed Oxidative Cyclization Reactions of 2-Alkynylbenzaldehydes under Aerobic Conditions: Synthesis of O-Heterocycles
- Issue Date
- May-2011
- Publisher
- AMER CHEMICAL SOC
- Citation
- ORGANIC LETTERS, v.13, no.9, pp.2228 - 2231
- Indexed
- SCIE
SCOPUS
- Journal Title
- ORGANIC LETTERS
- Volume
- 13
- Number
- 9
- Start Page
- 2228
- End Page
- 2231
- ISSN
- 1523-7060
- Abstract
- An NHC-catalyzed, regio- and stereoselective oxidative cyclization of o-alkynylbenzaldehydes bearing an unactivated alkyne moiety as an internal electrophile as been developed to afford phthalides and isocoumarins. A single organocatalytic system enabled two sequential C-O bond formations to take place in an atom economical manner via highly efficient dual activation. Molecular oxygen in air could be utilized as a source of an oxygen atom for the oxidation of aldehydes to the corresponding benzoic acids under our newly developed reagent system.
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Related Researcher
- Youn, So Won
- COLLEGE OF NATURAL SCIENCES (DEPARTMENT OF CHEMISTRY)