Micellar catalysis-enabled sustainable ppm Au-catalyzed reactions in water at room temperature

被引：45

作者：

Klumphu, Piyatida ^{[1
]}

Desfeux, Camille ^{[2
]}

Zhang, Yitao ^{[1
]}

Handa, Sachin ^{[3
]}

Gallou, Fabrice ^{[4
]}

Lipshutz, Bruce H. ^{[1
]}

机构：

[1] Univ Calif Santa Barbara, Dept Chem & Biochem, Santa Barbara, CA 93106 USA

[2] Chim Paris Tech, Paris, France

[3] Univ Louisville, Dept Chem, Louisville, KY 40292 USA

[4] Novartis Pharmaceut, Basel, Switzerland

来源：

CHEMICAL SCIENCE | 2017年 / 8卷 / 09期

基金：

美国国家科学基金会;

关键词：

INTRAMOLECULAR HYDROALKOXYLATION; EFFICIENT CYCLOISOMERIZATION; GOLD(I) COMPLEXES; HYDROAMINATION; HYDRATION; HYDROXYALLENES; CYCLIZATION; COUPLINGS; ALLENES;

D O I：

10.1039/c7sc02405c

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Several ppm level gold-catalyzed reactions enabled by the ligand HandaPhos can be performed at room temperature in aqueous nanoreactors composed of the surfactant Nok. Variously substituted allenes undergo cycloisomerization leading to heterocyclic products in good yields. Likewise, cyclodehydration is also illustrated under similar conditions, as is an intermolecular variant, hydration of terminal alkynes. Recycling of the catalyst and reaction medium is also illustrated. A low E factor associated with limited solvent use and therefore, waste generation, documents the greenness of this process.

引用

页码：6354 / 6358

页数：5

共 29 条

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[2] Nucleophilic Aromatic Substitution Reactions in Water Enabled by Micellar Catalysis
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[3] Organozinc Chemistry Enabled by Micellar Catalysis. Palladium-Catalyzed Cross-Couplings between Alkyl and Aryl Bromides in Water at Room Temperature
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[4] Safe and Selective Nitro Group Reductions Catalyzed by Sustainable and Recyclable Fe/ppm Pd Nanoparticles in Water at Room Temperature
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[6] HandaPhos: A General Ligand Enabling Sustainable ppm Levels of Palladium-Catalyzed Cross-Couplings in Water at Room Temperature
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[7] Fe/ppm Cu nanoparticles as a recyclable catalyst for click reactions in water at room temperature
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[8] Leveraging the Micellar Effect: Gold-Catalyzed Dehydrative Cyclizations in Water at Room Temperature
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[9] ppm-Level Pd-catalyzed cross-couplings in water at room temperature
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[10] Green "Click" and olefin metathesis chemistry in water at room temperature enabled by biodegradable, micellar nanoparticles
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