Aldehyde group assisted thiolysis of dinitrophenyl ether: a new promising approach for efficient hydrogen sulfide probes

2014 ◽  
Vol 50 (65) ◽  
pp. 9185-9187 ◽  
Author(s):  
Zijun Huang ◽  
Shuangshuang Ding ◽  
Dehuan Yu ◽  
Feihu Huang ◽  
Guoqiang Feng
Keyword(s):  
Hydrogen Sulfide ◽  
Nucleophilic Addition ◽  
Aldehyde Group ◽  
New Approach

Combining fast nucleophilic addition of H2S to an aldehyde and thiolysis of dinitrophenyl ether, a new approach for efficient H2S probes was developed.

Synthesis of 1-benzylisoindoline and 1-benzyl-tetrahydroisoquinoline through nucleophilic addition of organozinc reagents to N,O-acetals

2020 ◽  
Vol 18 (36) ◽  
pp. 7139-7150
Author(s):  
Rui-Jun Ma ◽  
Jian-Ting Sun ◽  
Chang-Hong Liu ◽  
Ling Chen ◽  
Chang-Mei Si ◽  
...  
Keyword(s):  
Nucleophilic Addition ◽  
New Approach ◽  
Organozinc Reagents

A new approach to access 1-benzylisoindoline and 1-benzyl-tetrahydroisoquinoline has been developed through nucleophilic addition of organozinc reagents to N,O-acetals.

A NIR fluorescent probe for the detection and visualization of hydrogen sulfide using the aldehyde group assisted thiolysis of dinitrophenyl ether strategy

2018 ◽  
Vol 6 (47) ◽  
pp. 7916-7925 ◽  
Author(s):  
Ming Qian ◽  
Liuwei Zhang ◽  
Zhongji Pu ◽  
Jing Xia ◽  
Lili Chen ◽  
...  
Keyword(s):  
Hydrogen Sulfide ◽  
Fluorescent Probe ◽  
Aldehyde Group ◽  
In Cells

A NIR fluorescent probe exploiting the aldehyde group assisted thiolysis of dinitrophenyl ether strategy for H2S imaging in cells, tissues and mice.

Neighbouring group participation of thiol through aldehyde group assisted thiolysis of active ether: ratiometric and vapor phase fast detection of hydrogen sulfide in mixed aqueous media

2015 ◽  
Vol 39 (7) ◽  
pp. 5669-5675 ◽  
Author(s):  
Avijit Kumar Das ◽  
Shyamaprosad Goswami ◽  
Ching Kheng Quah ◽  
Hoong-Kun Fun
Keyword(s):  
Hydrogen Sulfide ◽  
Vapor Phase ◽  
Aqueous Media ◽  
Aldehyde Group ◽  
Nucleophilic Attack ◽  
Ether Linkage ◽  
Fast Detection ◽  
Group Participation ◽  
Neighbouring Group Participation

Ratiometric and fast detection of H2S via NGP of thiol rather than direct nucleophilic attack to cleave active ether linkage.

Decarboxylative Umpolung of conjugated enals to β-carbanions for intramolecular nucleophilic addition to an aldehyde

2017 ◽  
Vol 4 (8) ◽  
pp. 1586-1589 ◽  
Author(s):  
Feng Liu ◽  
Jiaxin Tian ◽  
Yong Liu ◽  
Chuangan Tao ◽  
Hao Zhu ◽  
...  
Keyword(s):  
Nucleophilic Addition ◽  
Aldehyde Group

Decarboxylative Umpolung converts enals to β-carbanions for intramolecular nucleophilic addition to an aldehyde group with excellent regio- and diastereoselectivities.

Nucleophilic Addition of Hydrogen Sulfide and Thiols to Diacetylene Alcohols and Diols

2000 ◽  
Vol 22 (2) ◽  
pp. 195-214 ◽  
Author(s):  
A. N. Volkov ◽  
K. A. Volkova ◽  
B. A. Trofimov
Keyword(s):  
Hydrogen Sulfide ◽  
Nucleophilic Addition

Synthesis of β-O-4 type oligomeric lignin model compound by the nucleophilic addition of carbanion to the aldehyde group

2006 ◽  
Vol 52 (3) ◽  
pp. 255-260 ◽  
Author(s):  
Rui Katahira ◽  
Hiroshi Kamitakahara ◽  
Toshiyuki Takano ◽  
Fumiaki Nakatsubo
Keyword(s):  
Nucleophilic Addition ◽  
Model Compound ◽  
Aldehyde Group ◽  
Lignin Model Compound ◽  
Lignin Model

Transition-Metal-Free One-Pot Tandem Synthesis of 4-Quinolone and 4H-Thiochromen-4-one Derivatives Through Sequential Nucleophilic Addition–Elimination–SNAr Reaction

Synthesis ◽  
2017 ◽  
Vol 49 (18) ◽  
pp. 4309-4320 ◽  
Author(s):  
Jinsong Peng ◽  
Chunxia Chen ◽  
Deqiang Wang ◽  
Peng Sun ◽  
Peiyun Jia ◽  
...  
Keyword(s):  
Hydrogen Sulfide ◽  
Transition Metal ◽  
Nucleophilic Addition ◽  
One Pot ◽  
Metal Free ◽  
Chlorine Anion ◽  
Sodium Hydrogen ◽  
Snar Reaction ◽  
Tandem Synthesis

4-Quinolone and 4H-thiochromen-4-one derivatives are readily synthesized in a tandem one-pot manner in good to excellent yields. Starting from (Z)-β-chlorovinyl ketones, an intermolecular nucleo­philic addition of amines or sodium hydrogen sulfide to (Z)-β-chloro­vinyl ketones was followed by elimination of chlorine anion to give Z-enamine or thioenol intermediates, which can be transformed to 4-quinolone or 4H-thiochromen-4-one products through intramolecular SNAr reaction, respectively.

New approach to the synthesis of modified oligonucleotides bearing an aldehyde group

2008 ◽  
Vol 419 (2) ◽  
pp. 108-110
Author(s):  
T. S. Zatsepin ◽  
Le Thi Hien ◽  
T. S. Oretskaya
Keyword(s):  
Aldehyde Group ◽  
Modified Oligonucleotides ◽  
New Approach

A New Approach for the Synthesis of 6,7-Dihydro-5H-Cyclopenta[b]pyridine

2013 ◽  
Vol 634-638 ◽  
pp. 1211-1214
Author(s):  
Jin Hua Zhou ◽  
Hai Li Gao ◽  
Han Zhou Sun ◽  
Yu Xiong Wu
Keyword(s):  
1H Nmr ◽  
Nucleophilic Addition ◽  
Raw Materials ◽  
Total Yield ◽  
Target Product ◽  
Synthetic Route ◽  
Reaction Conditions ◽  
Nmr Spectrum ◽  
New Approach ◽  
Efficient Route

A new practical and efficient route was developed for the synthesis of 6,7-dihydro-5H-cyclopenta[b]pyridine, which is a key intermediate of cefpirome. Leading to the formation of the corresponding product, nucleophilic addition, acetylization, Vilsmeier cyclization reaction and dechlorination were employed under mild reaction conditions by using commercially available cyclopentanone and benzylamine as raw materials. The total yield of this newly developed synthetic route for the target product was 43.15% with 99.7% of purity (HPLC). The structure of target molecular was confirmed by LC-MS and 1H NMR spectrum.

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