期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 22, 期 1, 页码 124-128出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201504085
关键词
cycloaddition; dimerization; enynes; palladium; polycycles
资金
- National Natural Science Foundation of China [21372196]
- Zhejiang Provincial Natural Science Foundation of China [R4110055]
The first bimolecular oxygenative annulation of enediyne compounds leading to naphthalene frameworks has been developed by using Pd(OAc)(2) as the catalyst in the presence of NaI under O-2 (1 atm). This reaction provided efficient access to a class of symmetric core-annulated naphthalenes by the homoannulation of enediyne-imides. Intriguingly, the crossover annulation of enediyne-imides and other functionalized enediynes could also be achieved by the same catalytic system, resulting in the formation of several unsymmetrical naphthalene derivatives. Preliminary mechanistic investigation using O-18 isotopic labelling and radical scavengers indicated that radical oxygen incorporation cascades might be involved in this conversion.
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