Mechanochemical Cobalt‐Catalyzed C−H Bond Functionalizations by Ball Milling

Cheng, Hanchao; Hernández, José G.; Bolm, Carsten

doi:10.1002/adsc.201800161

Cited by 80 publications

(37 citation statements)

References 71 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Hence, the best milling additive for a reaction would strongly depend on the desired transformation itself, and the selection of the milling‐aid should come after a careful screening. Finally, if column chromatography becomes inevitable to isolate the product, sometimes a final short milling of the reaction mixture with additives such as silica gel or alumina (if compatible) can enable an easy recovery of the reaction mixture impregnated in the stationary phase [112] . This simple step can directly cut down solvent waste and it would directly reduce energy consumption (e. g., by avoiding solvent evaporation), a topic that lies at the heart of the discussion presented in GC 6.…”

Section: Mechanochemistry and The Twelve Principles Of Green Chemistrymentioning

confidence: 99%

Sustainability Assessment of Mechanochemistry by Using the Twelve Principles of Green Chemistry

2021

Self Cite

View full text Add to dashboard Cite

In recent years, mechanochemistry has been growing into a widely accepted alternative for chemical synthesis. In addition to their efficiency and practicality, mechanochemical reactions are also recognized for their sustainability. The association between mechanochemistry and Green Chemistry often originates from the solvent-free nature of most mechanochemical protocols, which can reduce waste production. However, mechanochemistry satisfies more than one of the Principles of Green Chemistry. In this Review we will present a series of examples that will clearly illustrate how mechanochemistry can significantly contribute to the fulfillment of Green Chemistry in a more holistic manner.

show abstract

Section: Mechanochemistry and The Twelve Principles Of Green Chemistrymentioning

confidence: 99%

Sustainability Assessment of Mechanochemistry by Using the Twelve Principles of Green Chemistry

2021

Self Cite

View full text Add to dashboard Cite

show abstract

“…The first of these studies towards the catalytic mechanochemical C−H bond functionalizations was reported in 2015 by Bolm and co‐workers, who used a rhodium(III) complex to catalyze an oxidative Heck‐type reaction in a ball mill . More recently, mechanochemistry has also been applied to the transition‐metal‐catalyzed halogenation, amination,,, olefination, arylation, allylation, alkynylation, and oxidative cyclization of C−H bonds. However, to the best of our knowledge, a mechanochemical C−H borylation reaction has not been reported to date, even if the development of such a catalytic C−H borylation would be particularly attractive from an industrial perspective.…”

Section: Methodsmentioning

confidence: 99%

Iridium(I)‐Catalyzed C−H Borylation in Air by Using Mechanochemistry

Pang

Ishiyama

Kubota

et al. 2019

Chemistry A European J

View full text Add to dashboard Cite

Mechanochemistry has been applied for the first time to an iridium(I)‐catalyzed C−H borylation reaction. By using either none or just a catalytic amount of a liquid, the mechanochemical C−H borylation of a series of heteroaromatic compounds proceeded in air to afford the corresponding arylboronates in good‐to‐excellent yields. A one‐pot mechanochemical C−H borylation/Suzuki–Miyaura cross‐coupling sequence for the direct synthesis of 2‐aryl indole derivatives is also described. The present study constitutes an important milestone towards the development of industrially attractive solvent‐free C−H bond functionalization processes in air.

show abstract

“…[86] 和吴勇课题组 [87] 分别独立的报道了三氮唑导向的芳基碳氢键酰胺化反应(Scheme 35, c). 值得一提的是, Bolm 课题组 [88] 在 2018 年通过球磨机械化学在嘧啶导向下实现了吲哚 2 位碳氢键的酰胺化反应. 2018 年游书力课题组 [89] [91] 也通过亚胺导向实现碳氢键胺化反应构建喹唑啉类化合物(Scheme 36, b).…”

Section: 以羟胺及其衍生物为胺化试剂unclassified

Recent Advances in Base Metal (Copper, Cobalt and Nickel)-Catalyzed Directed C—H Amination

Feng¹,

Shi²

2021

Chinese Journal of Organic Chemistry

View full text Add to dashboard Cite

Nitrogen-containing organic compounds are ubiquitous in natural products, drug molecules and organic intermediates. Therefore, the introduction of nitrogenous functional groups into organic compounds is of great significance. Despite transition metalcatalyzed C-N coupling reaction provided an effcient strategy to access these ntrogen-containing compounds, extra steps are generally required to obtain the pre-functionalized starting materials. Recently, transi-tionmetalcatalyzed C-H amination has emerged as a more atom-and step-economical strategy to construct C-N bonds. Compared to the noble metals (e.g. palladium and rhodium), base metal catalysts, such as copper, cobalt and nickel, have attracted dramatic attentions, due to their earth abundance, cost effectiveness, and unique catalytic activities. Herein, the recent advances in copper-, cobalt-and nickel-catalyzed C-H amination reactions assisted by directing groups were summmarized according to the types of base metals, C-H bonds, and amination reagents with an emphasis on the discussion of various amination reagents and their application. Finally, the limitations and development trend of this research field are analyzed and prospected.

show abstract

Mechanochemical Cobalt‐Catalyzed C−H Bond Functionalizations by Ball Milling

Cited by 80 publications

References 71 publications

Sustainability Assessment of Mechanochemistry by Using the Twelve Principles of Green Chemistry

Sustainability Assessment of Mechanochemistry by Using the Twelve Principles of Green Chemistry

Iridium(I)‐Catalyzed C−H Borylation in Air by Using Mechanochemistry

Recent Advances in Base Metal (Copper, Cobalt and Nickel)-Catalyzed Directed C—H Amination

Contact Info

Product

Resources

About