Catalytic Electrophilic Alkylation ofp-Quinones through a Redox Chain Reaction

2017 ◽  
Vol 129 (28) ◽  
pp. 8308-8312 ◽  
Author(s):  
Xiao-Long Xu ◽  
Zhi Li
2019 ◽  
Author(s):  
Yi-Yu Yan ◽  
Wan-Yue Luo ◽  
Yan Zhao ◽  
Jian-Hua Tian ◽  
Jin Wang

<p>A convenient method for the preparation of Coenzyme Q<sub>1</sub> from the cheap and readily available 3,4,5-Trimethoxytoluene was developed. CoQ<sub>1 </sub>was synthesized in moderate yield by a two-step procedure involving the key reaction of allyl bromide with CoQ<sub>0 </sub>through a redox chain reaction. The reaction is efficient and could be used for the synthesis of other CoQ compounds.</p>


2019 ◽  
Author(s):  
Yi-Yu Yan ◽  
Wan-Yue Luo ◽  
Yan Zhao ◽  
Jian-Hua Tian ◽  
Jin Wang

<p>A convenient method for the preparation of Coenzyme Q<sub>1</sub> from the cheap and readily available 3,4,5-Trimethoxytoluene was developed. CoQ<sub>1 </sub>was synthesized in moderate yield by a two-step procedure involving the key reaction of allyl bromide with CoQ<sub>0 </sub>through a redox chain reaction. The reaction is efficient and could be used for the synthesis of other CoQ compounds.</p>


Author(s):  
Robert Pawlowski ◽  
Maciej Stodulski ◽  
Jacek Mlynarski
Keyword(s):  

2019 ◽  
Vol 43 (11-12) ◽  
pp. 553-556
Author(s):  
Bin Lu ◽  
Yong-Fu Qiu ◽  
Shi Qi ◽  
Jin Wang

A convenient method for the preparation of Coenzyme Q1 from cheap and readily available 3,4,5-trimethoxytoluene is developed. Coenzyme Q1 is synthesized in a moderate yield by a two-step procedure involving the key reaction of an allyl bromide with Coenzyme Q0 through a redox chain reaction. The reaction is efficient and can be used for the synthesis of other Coenzyme Q compounds.


Synlett ◽  
2018 ◽  
Vol 29 (14) ◽  
pp. 1807-1813 ◽  
Author(s):  
Zhi Li ◽  
Xiao-Long Xu

Alkylation of p-quinones with allylic and benzylic esters is achieved by using a strong Lewis acid as the catalyst. This transformation likely follows an unusual redox chain mechanism. In this mechanism, quinone undergoes a sequence of reactions: it is reduced to ­hydroquinone (HQ), functionalized in a Lewis acid-catalyzed Friedel–Crafts alkylation, and then oxidized back to quinone. The last step is concurrent with the first step of a second quinone molecule, which is reduced to new HQ and functionalized, and thus propagates the redox chain reaction. The autoinitiation mechanism of the redox chain is not well understood, but additive HQ or Hantzsch ester can serve as effective initiators. The likelihood of this mechanism was elaborated by ­kinetic studies and various control experiments.1 Introduction2 Discovery of Catalytic Alkylation Reactions of Quinones3 Proposed Redox Chain Reaction Mechanism and Experimental Evidence4 Substrate Scope5 Conclusion


Author(s):  
G. W. Hacker ◽  
I. Zehbe ◽  
J. Hainfeld ◽  
A.-H. Graf ◽  
C. Hauser-Kronberger ◽  
...  

In situ hybridization (ISH) with biotin-labeled probes is increasingly used in histology, histopathology and molecular biology, to detect genetic nucleic acid sequences of interest, such as viruses, genetic alterations and peptide-/protein-encoding messenger RNA (mRNA). In situ polymerase chain reaction (PCR) (PCR in situ hybridization = PISH) and the new in situ self-sustained sequence replication-based amplification (3SR) method even allow the detection of single copies of DNA or RNA in cytological and histological material. However, there is a number of considerable problems with the in situ PCR methods available today: False positives due to mis-priming of DNA breakdown products contained in several types of cells causing non-specific incorporation of label in direct methods, and re-diffusion artefacts of amplicons into previously negative cells have been observed. To avoid these problems, super-sensitive ISH procedures can be used, and it is well known that the sensitivity and outcome of these methods partially depend on the detection system used.


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