1093625-50-3Relevant academic research and scientific papers
Synthesis of 3-arylideneindolin-2-ones from 2-aminophenols by Ugi four-component reaction and Heck carbocyclization
Dai, Wei-Min,Shi, Jianyu,Wu, Jinlong
experimental part, p. 2716 - 2720 (2009/04/11)
2-Aminophenols underwent the Ugi four-component reaction (U-4CR) with trans-cinnamic acids, aromatic aldehydes and isocyanides in MeOH (50°C, 48 h) to give the linear α-[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 °C, 30-60 min) under microwave heating to furnish a-(3-arylidene-2-oxindol-1-yl) carboxamides in 52-77% yields.
