scholarly journals Reaction of indoles with aromatic fluoromethyl ketones: an efficient synthesis of trifluoromethyl(indolyl)phenylmethanols using K2CO3/n-Bu4PBr in water

2020 ◽  
Vol 16 ◽  
pp. 778-790 ◽  
Author(s):  
Thanigaimalai Pillaiyar ◽  
Masoud Sedaghati ◽  
Gregor Schnakenburg
Keyword(s):  
Catalytic System ◽  
Large Scale ◽  
Efficient Synthesis ◽  
Chromatographic Purification ◽  
Large Scale Synthesis ◽  
Column Chromatographic

A new, mild and efficient protocol for the synthesis of trifluoromethyl(indolyl)phenylmethanols by the reaction of indoles with a variety of aromatic fluoromethyl ketones in the presence of K2CO3 (15 mol %) and n-Bu4PBr (15 mol %) in water. The desired products were obtained in good to excellent yields without requiring a column chromatographic purification. The reusability of the catalytic system and large-scale synthesis of indolyl(phenyl)methanols, which would further transform into biological active indole-derived compounds, are further advantages of this protocol.

scholarly journals Reaction of indoles with aromatic fluoromethyl ketones: An efficient synthesis of trifluoromethyl-indolyl-phenylethanols using K2CO3/nBu4PBr in water

2020 ◽  
Author(s):  
Thanigaimalai Pillaiyar ◽  
Masoud Sedaghati ◽  
Gregor Schnakenburg
Keyword(s):  
Catalytic System ◽  
Column Chromatography ◽  
Large Scale ◽  
Efficient Synthesis ◽  
Large Scale Synthesis

A new, mild and efficient protocol for the synthesis of trifluoromethyl-indolyl-phenylethanols by the reaction of indoles with a variety of aromatic fluoromethyl ketones in the presence of K2CO3 (15 mol%) and nBu4PBr (15 mol%) in water. The desired products were obtained in good to excellent yields without requiring the column chromatography purification. The reusability of the catalytic system and large-scale synthesis of indolyl-phenylethanols, which would further transform into biological active indole-derived compounds, are further advantages of this protocol. 

scholarly journals Synthesis of (Z)-Cinnamate Derivatives via Visible-Light-Driven E-to-Z Isomerization

SynOpen ◽  
2019 ◽  
Vol 03 (04) ◽  
pp. 103-107 ◽  
Author(s):  
Penghua Shu ◽  
Haichang Xu ◽  
Lingxiang Zhang ◽  
Junping Li ◽  
Hao Liu ◽  
...  
Keyword(s):  
Visible Light ◽  
Organic Synthesis ◽  
Blue Light ◽  
Large Scale ◽  
Practical Approach ◽  
Efficient Synthesis ◽  
Synthetic Methodology ◽  
Visible Light Driven ◽  
Large Scale Synthesis

(Z)-Cinnamate derivatives are prevalent in natural bioactive products and in organic synthesis. Herein, we report a practical approach toward the efficient synthesis of (Z)-cinnamate derivatives via visible-light-driven isomerization. When E-isomers of cinnamate derivatives were irradiated with blue light in the presence of 1 mol% Ir2(ppy)4Cl2 (ppy = 2-phenylpyridine), Z-isomers were readily obtained in good yields. This strategy allows the large-scale synthesis of (Z)-cinnamate derivatives with simple purification. This convenient, mild, and green synthetic methodology was subsequently applied to the synthesis of coumarins.

Orthogonally Protected Monosaccharide Building Blocks for Solid Phase Production of Diversity Oriented Libraries

2010 ◽  
Vol 63 (4) ◽  
pp. 693 ◽  
Author(s):  
Premraj Rajaratnam ◽  
Praveer Gupta ◽  
Peter Katavic ◽  
Krystle Kuipers ◽  
Ngoc Huyh ◽  
...  
Keyword(s):  
Good Yield ◽  
Large Scale ◽  
Solid Phase ◽  
Building Blocks ◽  
Chromatographic Purification ◽  
Large Scale Synthesis ◽  
Phase Production

The large scale synthesis of three orthogonally protected monosaccharide scaffolds suitable for use in the solid phase preparation of large diversity libraries is presented. Scaffolds based on 2-amino-2-deoxy-d-glucopyranose, 2-amino-2-deoxy-d-allopyranose, and 2,4-diamino-2,4-dideoxy-d-galactopyranose were prepared in good yield and with minimal chromatographic purification from commercially available methyl 2-azido-2-deoxy-1-thio-β-d-glucopyranose and methyl 2-amino-2-deoxy-1-thio-β-d-glucopyranose.

Full-colour carbon dots: from energy-efficient synthesis to concentration-dependent photoluminescence properties

2017 ◽  
Vol 53 (21) ◽  
pp. 3074-3077 ◽  
Author(s):  
Xun Meng ◽  
Qing Chang ◽  
Chaorui Xue ◽  
Jinlong Yang ◽  
Shengliang Hu
Keyword(s):  
Efficient Method ◽  
Carbon Dots ◽  
Energy Efficient ◽  
Large Scale ◽  
Fluorescence Emission ◽  
Efficient Synthesis ◽  
Photoluminescence Properties ◽  
Large Scale Synthesis ◽  
Fluorescent Carbon Dots ◽  
Fluorescent Carbon

A facile and energy-efficient method is presented for the large-scale synthesis of fluorescent carbon dots whose fluorescence emission wavelengths shift gradually from 630 to 400 nm with reduction in their concentration.

Exogenous Directing Group Free, Ligand-Enabled gamma-C(sp3)–H Arylation of Free Primary Aliphatic Amines and α-Amino Esters

2019 ◽  
Author(s):  
Yongzheng Ding ◽  
Shuai Fan ◽  
Xiaoxi Chen ◽  
yuzhen gao ◽  
Gang Li
Keyword(s):  
Amino Acids ◽  
Large Scale ◽  
Free Ligand ◽  
Aliphatic Amines ◽  
Rapid Synthesis ◽  
Amino Esters ◽  
Directing Group ◽  
Large Scale Synthesis ◽  
Primary Aliphatic Amines

A Pdᴵᴵ-catalyzed, ligand-enabled gamma-C(sp3)–H arylation of free primary aliphatic amines and amino esters without using an exogenous directing group is reported. This reaction is compatible with unhindered free aliphatic amines, and it is also be applicable to the rapid synthesis of biologically and synthetically valuable unnatural α-amino acids. Large scale synthesis is also feasible using this method.<br>

A Simplified Protocol for the ortho-Deuteration of Acidic Aromatic Compounds in D2O

2019 ◽  
Author(s):  
Alyssa Garreau ◽  
Hanyang Zhou ◽  
Michael Young
Keyword(s):  
Carboxylic Acid ◽  
Aromatic Compounds ◽  
Large Scale ◽  
Simplified Approach ◽  
Directing Group ◽  
Large Scale Synthesis

<div>Methods to catalytically introduce deuterium in synthetically useful yields ortho to a carboxylic acid directing group on arenes typically requires D2 or CD3CO2D, which makes using these approaches cost prohibitive for large scale synthesis (equipment and reagent costs respectively). Herein we present a simplified approach using catalytic RhIII and D2O as deuterium source, and show its application to H/D exchange on various acidic substrates.</div>

A Simplified Protocol for the ortho-Deuteration of Acidic Aromatic Compounds in D2O

2019 ◽  
Author(s):  
Alyssa Garreau ◽  
Hanyang Zhou ◽  
Michael Young
Keyword(s):  
Carboxylic Acid ◽  
Aromatic Compounds ◽  
Large Scale ◽  
Simplified Approach ◽  
Directing Group ◽  
Large Scale Synthesis

<div>Methods to catalytically introduce deuterium in synthetically useful yields ortho to a carboxylic acid directing group on arenes typically requires D2 or CD3CO2D, which makes using these approaches cost prohibitive for large scale synthesis (equipment and reagent costs respectively). Herein we present a simplified approach using catalytic RhIII and D2O as deuterium source, and show its application to H/D exchange on various acidic substrates.</div>

Improved and Large-Scale Synthesis of N-methyl-D-aspartic Acid

2015 ◽  
Vol 12 (2) ◽  
pp. 197-201 ◽  
Author(s):  
Liang Xi ◽  
Di Wu ◽  
Hong-You Zhu ◽  
Cong-Hai Zhang ◽  
Yi Jin ◽  
...  
Keyword(s):  
Aspartic Acid ◽  
Large Scale ◽  
Large Scale Synthesis
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