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

页码：494 / 499

页数：6

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