Synthesis of 3,3-Disubstituted Oxindoles Containing a 3-(4-Aminobut-2-ynyl) Unit via Domino Heck-Sonogashira Reaction in Water

被引：47
作者：
Wang, Dong-Chao [1 ,2 ]
Wang, Hai-Xia [2 ]
Hao, Er-Jun [2 ]
Jiang, Xiao-Han [2 ]
Xie, Ming-Sheng [2 ]
Qu, Gui-Rong [1 ,2 ]
Guo, Hai-Ming [1 ,2 ]
机构：
[1] Henan Normal Univ, Sch Environm, Xinxiang 453007, Henan Province, Peoples R China
[2] Henan Normal Univ, Minist Educ, Key Lab Green Chem Media & React, Sch Chem & Chem Engn, 46 Jianshe Rd, Xinxiang 453007, Peoples R China
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2016年 / 358卷 / 03期
基金：
中国国家自然科学基金;
关键词：
domino reaction; Heck reaction; oxindoles; Sonogashira reaction; terminal alkynes; water; CATALYZED TANDEM CYCLIZATION; ANION CAPTURE PROCESSES; CROSS-COUPLING REACTIONS; AZA-MICHAEL REACTIONS; BOND-FORMING PROCESS; EFFICIENT SYNTHESIS; ORGANIC-SYNTHESIS; AQUEOUS-MEDIA; RING-SYSTEM; NEAT WATER;
D O I：
10.1002/adsc.201500887
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
In this study, palladium-catalyzed domino Heck-Sonogashira reactions have been developed in water. Using this strategy, a series of 3-(4-amino-but-2-ynyl) oxindole derivatives with an all-carbon quaternary center at the 3-position were easily synthesized. The reactions provided products in excellent yields with a broad substrate tolerance. The target product was readily converted into a pharma-ceutically active molecule, which is used as a 5-HT7 receptor antagonist.
引用
收藏
页码：494 / 499
页数：6
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