User-friendly aerobic reductive alkylation of iridium(iii) porphyrin chloride with potassium hydroxide: scope and mechanism

2015 ◽  
Vol 44 (47) ◽  
pp. 20618-20625 ◽  
Author(s):  
Huiping Zuo ◽  
Zhipeng Liu ◽  
Wu Yang ◽  
Zhikuan Zhou ◽  
Kin Shing Chan
Keyword(s):  
Potassium Hydroxide ◽  
Reducing Agent ◽  
Alkyl Halides ◽  
Reductive Alkylation ◽  
Carbonyl Chloride ◽  
User Friendly

Alkylation of iridium 5,10,15,20-tetrakistolylporphyrinato carbonyl chloride, Ir(ttp)Cl(CO) (1), with 1°, 2° alkyl halides was achieved to give (ttp)Ir-alkyls in good yields under air and water compatible conditions by utilizing KOH as the cheap reducing agent.

scholarly journals Alkyl halides as both hydride and alkyl sources in catalytic regioselective reductive olefin hydroalkylation

2020 ◽  
Vol 11 (1) ◽  
Author(s):  
Xianxiao Chen ◽  
Weidong Rao ◽  
Tao Yang ◽  
Ming Joo Koh
Keyword(s):  
Chain Length ◽  
Functional Group ◽  
Carbon Chain ◽  
Reducing Agent ◽  
Alkyl Halides ◽  
Bioactive Molecules ◽  
Catalytic Process ◽  
Carbon Chain Length ◽  
Simple Protocol

AbstractAmong the plethora of catalytic methods developed for hydrocarbofunctionalization of olefins to date, reactions that regioselectively install a functionalized alkyl unit at the 2-position of a terminal unactivated C=C bond to afford branched products are scarce. Here, we show that a Ni-based catalyst in conjunction with a stoichiometric reducing agent promote Markovnikov-selective hydroalkylation of unactivated alkenes tethered to a recyclable 8-aminoquinaldine directing auxiliary. These mild reductive processes employ readily available primary and secondary haloalkanes as both the hydride and alkyl donor. Reactions of alkenyl amides with ≥ five-carbon chain length regioselectively afforded β-alkylated products through remote hydroalkylation, underscoring the fidelity of the catalytic process and the directing group’s capability in stabilizing five-membered nickelacycle intermediates. The operationally simple protocol exhibits exceptional functional group tolerance and is amenable to the synthesis of bioactive molecules as well as regioconvergent transformations.

Reaction of the C60 radical anion with alkyl halides

2019 ◽  
Vol 43 (17) ◽  
pp. 6457-6460 ◽  
Author(s):  
Yutaka Maeda ◽  
Makoto Sanno ◽  
Tatsunari Morishita ◽  
Kodai Sakamoto ◽  
Eiichiro Sugiyama ◽  
...  
Keyword(s):  
Radical Anion ◽  
Alkyl Halides ◽  
Reductive Alkylation ◽  
Dicarbonyl Compounds ◽  
Benzyl Halide

A new reductive alkylation of C60 with α-bromo-1,3-dicarbonyl compounds, benzyl halide, and 1,2-bis(dihalomethyl)benzene has been reported.

One-Pot Synthesis of Oxime Ethers from Benzaldehyde or Acetophenone, Hydroxylamine Salt, Potassium Hydroxide, and Alkyl Halides.

ChemInform ◽  
2003 ◽  
Vol 34 (30) ◽  
Author(s):  
Chunbao Li ◽  
Hang Zhang ◽  
Yi Cui ◽  
Shuanming Zhang ◽  
Zheyuan Zhao ◽  
...  
Keyword(s):  
Potassium Hydroxide ◽  
Alkyl Halides ◽  
One Pot ◽  
One Pot Synthesis

Synthesis of Double Alkyl EO/PO Random Copolyethers with KOH Catalyst

2012 ◽  
Vol 472-475 ◽  
pp. 2681-2685
Author(s):  
Jian Guo Guo ◽  
Su Qin He ◽  
Jian Ming Jiang
Keyword(s):  
Molecular Weight ◽  
Ethylene Oxide ◽  
Propylene Oxide ◽  
Potassium Hydroxide ◽  
Random Copolymer ◽  
Alkyl Halides ◽  
Ethyl Bromide ◽  
Hydroxyl Group ◽  
Molar Ratio ◽  
End Capping

Ethylene oxide (EO) and propylene oxide (PO) random copolymer was synthesized with 1,2-propanediol as initiator, then the end-capping process was carried out by adding various alkyl halides and potassium hydroxide (KOH) to produce the double alkyl EO/PO random copolyethers. The factors effecting alkyl-capping rate were discussed. The results showed that when the molar ratio of hydroxyl group/KOH/1-bromobutane was 1/1.9/1.9, reacting time 6.5 hr and reacting temperature 50°C, the alkyl-capping rate could reach over 80%. The end-capping rate would also increase with the increasing content of ethylene oxide in the random polyether, and the end-capping rate of the EO/PO/EO block-polyether was high than that of the random polyether with same molecular weight. Instead of 1-bromobutane, ethyl bromide promised a higher whereas chloralkane gave a lower end-capping rate respectively.

Visible-Light-Driven Reductive Carboarylation of Styrenes with CO2 and Aryl Halides

2019 ◽  
Author(s):  
Hao Wang ◽  
yuzhen gao ◽  
Chunlin Zhou ◽  
Gang Li
Keyword(s):  
Visible Light ◽  
Alkyl Halides ◽  
Aryl Halides ◽  
Addition Reactions ◽  
Aryl Chlorides ◽  
Aryl Iodides ◽  
Visible Light Driven ◽  
User Friendly

The first example of visible-light-driven reductive carboarylation of styrenes with CO<sub>2</sub> and aryl halides in a regioselective manner has been achieved. A broad range of aryl iodides and bromides were compatible with this reaction. <a>Moreover, pyridyl halides, alkyl halides and even aryl chlorides were also viable with this method.</a> These findings may stimulate the exploration of novel visible-light-driven Meerwein arylation-addition reactions with user-friendly aryl halides as the radical sources and the photocatalytic utilization of CO<sub>2.</sub>

Nickel-catalyzed C–H activation of purine bases with alkyl halides

2017 ◽  
Vol 53 (65) ◽  
pp. 9113-9116 ◽  
Author(s):  
Zhixiong Ruan ◽  
Debasish Ghorai ◽  
Giuseppe Zanoni ◽  
Lutz Ackermann
Keyword(s):  
Late Stage ◽  
Fluorescent Labeling ◽  
Alkyl Halides ◽  
Nickel Catalysis ◽  
Purine Bases ◽  
User Friendly

C–H alkylations of purine nucleosides were achieved by means of user-friendly nickel catalysis with ample substrate scope and high levels of chemo, site and regio control, which among others enabled the direct fluorescent labeling of purines in terms of late stage diversification.

Synthesis of Simple Unsymmetrical Ethers from Alcohols and Alkyl Halides or Sulfates: The Potassium Hydroxide/Dimethyl Sulfoxide System

Synthesis ◽  
1979 ◽  
Vol 1979 (06) ◽  
pp. 428-429 ◽  
Author(s):  
David R. Benedict ◽  
Thomas A. Bianchi ◽  
Laurence A. Cate
Keyword(s):  
Dimethyl Sulfoxide ◽  
Potassium Hydroxide ◽  
Alkyl Halides
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