Nickel-Catalyzed Reductive Monofluoroakylation of Alkyl Tosylate with Bromofluoromethane to Access Primary Alkyl Fluoride

Abstract In this work, red mud was used as raw material to extract Al and Fe with hydrochloric acid. The high-efficiency polyaluminum iron chloride (PAFC) flocculant was prepared via adjusting the pH of the leaching solution, the molar ratio of aluminum and iron, and the polymerization temperature. The effect of synthesis and flocculation conditions on the flocculation performance of aged landfill leachate was investigated. The results confirmed that the PAFC prepared at the polymerization pH of 2.5, the Al/Fe molar ratio of 8, and the polymerization temperature of 70 °C had the optimum flocculation effect. The flocculation consequences of PAFC and commercial polyaluminum iron chloride flocculant (CPAFC) under different flocculation conditions were compared. The chemical oxygen demand (COD), UV254, chroma and settlement height of PAFC at flocculant concentration of 60 g/L and solution pH of 6 were 72.2%, 79.2%, 82.9% and 9.5 cm (within 90 min), respectively. PAFC has excellent flocculation performance and can be used as a simple, potentially low-cost wastewater treatment agent in industrial applications.

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Nickel-catalyzed deaminative Sonogashira coupling of alkylpyridinium salts enabled by NN2 pincer ligand

Nature Communications ◽

10.1038/s41467-021-25222-1 ◽

2021 ◽

Vol 12 (1) ◽

Author(s):

Xingjie Zhang ◽

Di Qi ◽

Chenchen Jiao ◽

Xiaopan Liu ◽

Guisheng Zhang

Keyword(s):

Functional Group ◽

High Efficiency ◽

Materials Science ◽

Alkylating Agents ◽

Sonogashira Coupling ◽

Pincer Ligand ◽

One Pot ◽

Mild Conditions ◽

Alkyl Amines ◽

Sonogashira Reactions

AbstractAlkynes are amongst the most valuable functional groups in organic chemistry and widely used in chemical biology, pharmacy, and materials science. However, the preparation of alkyl-substituted alkynes still remains elusive. Here, we show a nickel-catalyzed deaminative Sonogashira coupling of alkylpyridinium salts. Key to the success of this coupling is the development of an easily accessible and bench-stable amide-type pincer ligand. This ligand allows naturally abundant alkyl amines as alkylating agents in Sonogashira reactions, and produces diverse alkynes in excellent yields under mild conditions. Salient merits of this chemistry include broad substrate scope and functional group tolerance, gram-scale synthesis, one-pot transformation, versatile late-stage derivatizations as well as the use of inexpensive pre-catalyst and readily available substrates. The high efficiency and strong practicability bode well for the widespread applications of this strategy in constructing functional molecules, materials, and fine chemicals.

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Efficient Synthesis of Diverse 5-Thio- or 5-Selenotriazoles: One-Pot Multicomponent Reaction from Elemental Sulfur or Selenium

Synthesis ◽

10.1055/s-0039-1690618 ◽

2019 ◽

Vol 51 (22) ◽

pp. 4170-4182 ◽

Cited By ~ 4

Author(s):

Lin-Lin Zhang ◽

Ya-Ting Li ◽

Ting Gao ◽

Sha-Sha Guo ◽

Bei Yang ◽

...

Keyword(s):

Elemental Sulfur ◽

Functional Group ◽

High Efficiency ◽

Efficient Synthesis ◽

One Pot ◽

Mild Conditions ◽

Ligand Free ◽

Multistep Reaction ◽

Easy Operation

A sequential multistep reaction toward 5-thio- or 5-selenotriazoles has been established by generation of both copper(I) triazolides and sulfenylating or selenylating agents in situ, starting from elemental sulfur or selenium. This reaction features mild conditions, readily available and broad-scope substrates, good functional group compatibility, high efficiency and regioselectivity, easy operation, and ligand-free CuI.

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Cobalt-catalyzed C2α-acyloxylation of 2-substituted indoles with tert-butyl peresters

Organic & Biomolecular Chemistry ◽

10.1039/c9ob00159j ◽

2019 ◽

Vol 17 (13) ◽

pp. 3343-3347

Author(s):

Yuxiang Zhou ◽

Chenglong Li ◽

Xiaoyan Yuan ◽

Feiyan Zhang ◽

Xiaozu Liu ◽

...

Keyword(s):

Late Stage ◽

Functional Group ◽

Low Cost ◽

Indole Derivatives ◽

Tert Butyl ◽

Mild Conditions

An efficient cobalt-catalyzed C2α selective C(sp3)–H acyloxylation of 2-substituted indoles with tert-butyl peresters to synthesize diverse 2α-acyloxylated indole derivatives is described. This developed method exhibits mild conditions, low-cost catalyst, and high functional group compatibility. The effectiveness of this chemistry is illuminated by a late-stage modification of methylated indomethacin.

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A facile two-step method for fabrication of plate-like WO3 photoanode under mild conditions

Faraday Discussions ◽

10.1039/c4fd00139g ◽

2014 ◽

Vol 176 ◽

pp. 185-197 ◽

Cited By ~ 15

Author(s):

Nan Wang ◽

Jian Zhu ◽

Xiaojia Zheng ◽

Fengqiang Xiong ◽

Baokun Huang ◽

...

Keyword(s):

Water Oxidation ◽

Large Scale ◽

High Efficiency ◽

Low Cost ◽

Current Approach ◽

Practical Application ◽

Step Method ◽

Mild Conditions ◽

Energy Conversion Systems ◽

Pec Water Splitting

Fabrication of photoelectrodes on a large-scale, with low-cost and high efficiency is a challenge for their practical application in photoelectrochemical (PEC) water splitting. In this work, a typical plate-like WO3 photoanode was fabricated with chemical etching of the as-prepared mixed tungsten–metal oxides (W–M–O, M = Cu, Zn or Al) by a reactive magnetron co-sputtering technique, which results in a greatly enhanced PEC performance for water oxidation in comparison with that obtained from a conventional magnetron sputtering method. The current approach is applicable for the fabrication of some other semiconductor photoelectrodes and is promising for the scaling up of applications for highly efficient solar energy conversion systems.

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Sulfuryl Fluoride Promoted Thiocyanation of Alcohols: A Practical Method for Preparing Thiocyanates

Synlett ◽

10.1055/s-0040-1707151 ◽

2020 ◽

Vol 31 (14) ◽

pp. 1413-1417

Author(s):

Chengrong Ding ◽

Guofu Zhang ◽

Lidi Xuan ◽

Yiyong Zhao

Keyword(s):

Ethyl Acetate ◽

Functional Group ◽

High Efficiency ◽

Bond Cleavage ◽

Ammonium Thiocyanate ◽

Practical Method ◽

Sulfuryl Fluoride ◽

Mild Conditions ◽

One Step ◽

The One

A novel SO2F2-promoted thiocyanation method for the one-step synthesis of thiocyanates through C–O bond cleavage of readily available alcohols with ammonium thiocyanate as the thiocyanating agent was developed. The method avoids the use of additional catalyst, and a variety of (hetero)arene, alkene and aliphatic alcohols reacted with high efficiency in ethyl acetate under mild conditions to afford the corresponding thiocyanates in excellent to quantitative yields with broad functional-group compatibility.

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Iridium(III)-Catalyzed Difluoroalkylation–Bicyclization of 1,7-Enynes toward Benzo[a]fluoren-5-ones under Visible-Light Photoredox Conditions

Synthesis ◽

10.1055/s-0040-1707863 ◽

2020 ◽

Vol 52 (24) ◽

pp. 3865-3873

Author(s):

Wen-Juan Hao ◽

Bo Jiang ◽

Min-Hua Huang

Keyword(s):

Visible Light ◽

Functional Group ◽

High Efficiency ◽

Mild Conditions ◽

Wide Range

A new visible-light-induced Ir(III)-catalyzed difluoroalkylation–bicyclization of 1,7-enynes with ethyl 2-bromo-2,2-difluoroacetate (BrCF2CO2Et) is described, furnishing a wide range of difluoromethyl-containing benzo[a]fluoren-5-ones in good to excellent yields. The reaction is operationally simple, proceeds with high efficiency under mild conditions, and shows excellent functional group compatibility.

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A high-activity cobalt-based MOF catalyst for [2 + 2 + 2] cycloaddition of diynes and alkynes: insights into alkyne affinity and selectivity control

RSC Advances ◽

10.1039/c7ra12136a ◽

2018 ◽

Vol 8 (9) ◽

pp. 4895-4899 ◽

Cited By ~ 3

Author(s):

Fen Xu ◽

Xiao-Ju Si ◽

Xiao-Ning Wang ◽

Hao-Dong Kou ◽

Di-Ming Chen ◽

...

Keyword(s):

High Activity ◽

High Efficiency ◽

Low Cost ◽

Heterogenous Catalysis ◽

Mild Conditions ◽

Selectivity Control

Heterogenous catalysis of [2 + 2 + 2] cycloaddition was firstly achieved by a low-cost, air-stable and reusable Co-MOF catalyst, affording structurally diverse functionalized benzenes under mild conditions with high efficiency and selectivity.

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Aluminum(III) Chloride Promoted Oxygen Transfer: Selective Oxidation of Sulfides to Sulfoxides

Synlett ◽

10.1055/s-0036-1591496 ◽

2017 ◽

Vol 29 (03) ◽

pp. 340-343 ◽

Cited By ~ 2

Author(s):

Zhengming Li ◽

Yongtao Xie ◽

Yuxin Li ◽

Sha Zhou ◽

Shaa Zhou ◽

...

Keyword(s):

Selective Oxidation ◽

Lewis Acid ◽

Oxygen Transfer ◽

Functional Group ◽

High Efficiency ◽

Mild Conditions ◽

Oxidation Of Sulfides

An efficient selective oxidation of sulfides to sulfoxides has been developed by means of AlCl3-promoted oxygen transfer from phenyliodine diacetate [PhI(OAc)2]. AlCl3 proved to be the optimal Lewis acid for the activation of PhI(OAc)2. Various substituted sulfides were selectively transformed into the corresponding sulfoxides in good to excellent yields (≤99%). The high efficiency, excellent functional-group compatibility, broad substrate scope, and mild conditions render the current transformation useful for the synthesis of sulfoxides.

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Construction of Esters through Sulfuryl Fluoride (SO2F2) Mediated Dehydrative Coupling of Carboxylic Acids with Alcohols at Room Temperature

Synthesis ◽

10.1055/s-0039-1690017 ◽

2019 ◽

Vol 51 (20) ◽

pp. 3901-3907 ◽

Cited By ~ 3

Author(s):

Shi-Meng Wang ◽

Njud S. Alharbi ◽

Hua-Li Qin

Keyword(s):

Carboxylic Acids ◽

Room Temperature ◽

Functional Group ◽

High Efficiency ◽

Sulfuryl Fluoride ◽

Mild Conditions ◽

High Yields

A facile method for the construction of esters through dehydrative coupling of carboxylic acids with alcohols is developed. The reactions are mediated by sulfuryl fluoride (SO2F2) at room temperature and proceed with high efficiency. The method has several advantages including broad substrate scope, mild conditions, excellent functional group compatibility and affords high yields, even on gram scale.

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