期刊
SYNLETT
卷 -, 期 17, 页码 2716-2720出版社
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0028-1083505
关键词
2-aminophenol; aryl triflate; Heck reaction; 2-oxindole; Ugi four-component reaction
资金
- The National Natural Science Foundation of China [20672092]
- Zhejiang University
- Zhejiang University Education Foundation
2-Aminophenols underwent the Ugi four-component reaction (U-4CR) with trans-cinnamic acids, aromatic aldehydes and isocyanides in MeOH (50 degrees C, 48 h) to give the linear alpha-[N-(2-hydroxyphenyl)-substituted amido] carboxamides in 54-80% yields. Treatment of the 2-hydroxyphenyl moiety in the U-4CR products with NaH and PhNTf2 afforded the corresponding aryl triflates (77-100%), which were subjected to the intramolecular Heck reaction (IMHR) catalyzed by 3-5 mol% Pd(OAc)(2)-BINAP (MeCN, 180 degrees C, 30-60 min) under microwave heating to furnish alpha-(3-arylidene-2-oxindol-1-yl) carboxamides in 52-77% yields.
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