Synthesis of (E)-3-(Isobenzofuran-3(1H)-ylidene)-indolin-2-ones by the Palladium-Catalyzed Intramolecular C-H Functionalization Process

被引:52
|
作者
Peng, Peng [1 ]
Tang, Bo-Xiao [1 ]
Pi, Shao-Feng [1 ]
Liang, Yun [1 ]
Li, Jin -Heng [1 ,2 ]
机构
[1] Hunan Normal Univ, Key Lab Chem Biol & Tradit Chinese Med Res, Minist Educ, Changsha 410081, Hunan, Peoples R China
[2] Hunan Univ, State Key Lab Chemo Biosensing & Chemometr, Changsha 410082, Hunan, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 74卷 / 09期
基金
中国国家自然科学基金;
关键词
STEREOSELECTIVE-SYNTHESIS; 2-ALKYNYLARYL ISOCYANATES; CYCLIZATION REACTION; SELECTIVE OXIDATION; ORGANIC-CHEMICALS; DIRECT ARYLATION; 3-ALKYLIDENEOXINDOLES; ALKYNES; SUBSTITUENT; ELIMINATION;
D O I
10.1021/jo900437p
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel and selective protocol has been developed for the synthesis of (E)-3-(isobenzofuran-3(1H)-ylidene)indolin-2-ones by Pd-catalyzed oxidative intramolecular C-H functionalization reactions of various 3-(2-(hydroxymethyl)aryl)-N-methyl-N-arylpropiolamides in moderate yields. Mechanisms involving a C-H activation process were proposed for this transformation on the basis of the observed values of kinetic isotope effects.
引用
收藏
页码:3569 / 3572
页数:4
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