期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 75, 期 21, 页码 7085-7091出版社
AMER CHEMICAL SOC
DOI: 10.1021/jo1010922
关键词
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资金
- Rio de Janeiro State Science Foundation (FAPERJ)
- Brazilian National Science Council (CNPq)
- CAPES
- FAPESP
The tandem Heck-lactonization reaction between enoates Z-1a,b, E-1a, E-2a-d, Z-2e, 2f, and o-iodophenols (4a-f) was studied in the presence of substoichiometric amounts of Pd(OAc)(2) or PdCl2, under experimental conditions favoring the cationic mechanism (conditions A, B, and C), leading to coumarins 5a-f and 6a-e. Moderate to excellent yields were obtained under aqueous conditions (conditions A and B). Using electrospray ionization for transferring ions directly from solution to the gas phase, and mass spectrometry for structural assignments, key cationic palladium intermediates have been successfully intercepted and structurally characterized for the first time for this type of reaction.
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