Copper-catalyzed tandem annulation/enol nucleophilic addition to access multisubstituted indoles

2019 ◽  
Vol 17 (10) ◽  
pp. 2663-2669 ◽  
Author(s):  
Wangze Song ◽  
Ming Li ◽  
Junnan He ◽  
Junhao Li ◽  
Kun Dong ◽  
...  
Keyword(s):  
Nucleophilic Addition ◽  
Propargylic Alcohols

Various multisubstituted indoles are prepared from propargylic alcohols and enol nucleophiles by copper-catalyzed tandem annulation/enol nucleophilic addition.

ChemInform Abstract: Silver Salts and DBU Cooperatively Catalyzed Nucleophilic Addition/Cyclization of Propargylic Alcohols with Trifluoromethyl Ketones.

ChemInform ◽  
2015 ◽  
Vol 46 (36) ◽  
pp. no-no
Author(s):  
Jingjing Wang ◽  
Wei-Guang Kong ◽  
Feng Li ◽  
Jie Liu ◽  
Qin Shen ◽  
...  
Keyword(s):  
Nucleophilic Addition ◽  
Propargylic Alcohols ◽  
Trifluoromethyl Ketones ◽  
Silver Salts

Silver salts and DBU cooperatively catalyzed nucleophilic addition/cyclization of propargylic alcohols with trifluoromethyl ketones

2015 ◽  
Vol 13 (19) ◽  
pp. 5399-5406 ◽  
Author(s):  
Jingjing Wang ◽  
Wei-Guang Kong ◽  
Feng Li ◽  
Jie Liu ◽  
Qin Shen ◽  
...  
Keyword(s):  
Nucleophilic Addition ◽  
Silver Salt ◽  
Efficient Synthesis ◽  
Propargylic Alcohols ◽  
Trifluoromethyl Ketones ◽  
Silver Salts

A general and efficient synthesis of trifluoromethyl substituted 5-alkylidene-1,3-dioxolane using a silver salt and DBU cooperatively catalyzed nucleophilic addition/cyclization of propargylic alcohols and trifluoromethyl ketones is described.

ChemInform Abstract: Unprecedented Consecutive, Competitive Nucleophilic Addition to Construct Densely Functionalized Propargylic Alcohols.

ChemInform ◽  
2009 ◽  
Vol 40 (7) ◽  
Author(s):  
Jie Liu ◽  
Yan An ◽  
Ya-Hui Wang ◽  
Hai-Ying Jiang ◽  
Yu-Xin Zhang ◽  
...  
Keyword(s):  
Nucleophilic Addition ◽  
Propargylic Alcohols

Unprecedented Consecutive, Competitive Nucleophilic Addition to Construct Densely Functionalized Propargylic Alcohols

2008 ◽  
Vol 14 (30) ◽  
pp. 9131-9134 ◽  
Author(s):  
Jie Liu ◽  
Yan An ◽  
Ya-Hui Wang ◽  
Hai-Ying Jiang ◽  
Yu-Xin Zhang ◽  
...  
Keyword(s):  
Nucleophilic Addition ◽  
Propargylic Alcohols

Remote C(sp3)–H vinylation via radical-mediated consecutive fission of C–H and C–C bonds

2020 ◽  
Vol 7 (19) ◽  
pp. 2981-2985
Author(s):  
Tao Niu ◽  
Shan Yang ◽  
Xinxin Wu ◽  
Chen Zhu
Keyword(s):  
Propargylic Alcohols

Described herein is a radical-mediated vinylation of the remote C(sp3)–H bonds of propargylic alcohols.

Gold Catalyzed Hydroamination of Propargylic Alcohols: Controlling Divergent Reaction Pathways to Access 1,3-Aminoalcohols, 3-Hydroxyketones or 3-Aminoketones

2018 ◽  
Author(s):  
Victor Laserna ◽  
Tom Sheppard
Keyword(s):  
Gold Catalysis ◽  
Reaction Pathways ◽  
High Yield ◽  
Reaction Conditions ◽  
Propargylic Alcohols ◽  
Catalytic Quantity ◽  
Selective Formation ◽  
General Method

A versatile approach to the valorization of propargylic alcohols is reported, enabling controlled access to three different products from the same starting materials. Firstly, a general method for the hydroamination of propargylic alcohols with anilines is described using gold catalysis to give 3-hydroxy imines with complete regioselectivity. These 3-hydroxyimines can be reduced to give 1,3-aminoalcohols with high syn seletivity. Alternatively, by using a catalytic quantity of aniline, 3-hydroxyketones can be obtained in high yield directly from propargylic alcohols. Further manipulation of the reaction conditions enables the selective formation of 3-aminoketones via a rearrangement/hydroamination pathway.<br>

Recent Progress in Chemosensors Using Aldehyde-bearing Fluorophores for the Detection of Specific Analytes and their Bioimaging

2019 ◽  
Vol 26 (21) ◽  
pp. 4003-4028 ◽  
Author(s):  
Fangjun Huo ◽  
Yaqiong Zhang ◽  
Caixia Yin
Keyword(s):  
Biomedical Research ◽  
Nucleophilic Addition ◽  
Recent Progress ◽  
Biological Imaging ◽  
Tissue Imaging ◽  
Fluorescence Probes ◽  
Biological Applications ◽  
Convenient Procedure ◽  
Nucleophilic Mechanism

In recent years, aldehyde-appended fluorescence probes have attracted increasing attention. Fluorescent biological imaging includes many modern applications for cell and tissue imaging in biomedical research. Meanwhile, the nucleophilic mechanism is a very simple and convenient procedure for the preparation of aldehyde-sensing probes. This tutorial review focuses on aldehyde-bearing chemosensors based on nucleophilic addition mechanism with biological applications.

Formation of spiro adduct from N-methyl-N-(2,4,6-trinitrophenyl)glycine anion

1989 ◽  
Vol 54 (2) ◽  
pp. 440-445 ◽  
Author(s):  
Vladimír Macháček ◽  
Alexandr Čegan ◽  
Miloš Sedlák ◽  
Vojeslav Štěrba
Keyword(s):  
Nmr Spectroscopy ◽  
Dimethyl Sulfoxide ◽  
Equilibrium Constant ◽  
Mole Fraction ◽  
Nucleophilic Addition ◽  
Adduct Formation ◽  
First Case ◽  
C Nmr

The intramolecular nucleophilic addition of N-methyl-N-(2,4,6-trinitrophenyl)glycine anion in methanol-dimethyl sulfoxide mixtures produces spiro[(3-methyl-5-oxazolidinone)-2,1'-(2',4',6'-trinitrobenzenide)]. The spiro adduct has been identified by means of 1H and 13C NMR spectroscopy. This is the first case when the formation of a Meisenheimer adduct with carboxylate ion is observed. Logarithm of the equilibrium constant of adduct formation increases linearly with the mole fraction of dimethyl sulfoxide in its mixture with methanol.

Catalyst- and Additive-Free Cascade Phosphorylation/Cyclization of Propargylic Alcohols and R2P(O)OH

2021 ◽  
pp. 152761
Author(s):  
Yuxing Zhang ◽  
Xian-Rong Song ◽  
Fengyan Jin ◽  
Tao Yang ◽  
Ruchun Yang ◽  
...  
Keyword(s):  
Propargylic Alcohols
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