scholarly journals Application of the Meerwein reaction of 1,4-benzoquinone to a metal-free synthesis of benzofuropyridine analogues

2021 ◽  
Vol 17 ◽  
pp. 977-982
Author(s):  
Rashmi Singh ◽  
Tomas Horsten ◽  
Rashmi Prakash ◽  
Swapan Dey ◽  
Wim Dehaen
Keyword(s):  
Building Block ◽  
Electrophilic Substitution ◽  
Diazonium Salt ◽  
Metal Free ◽  
Meerwein Reaction

Several new heterocyclic systems based on a hydroxybenzofuro[2,3-b]pyridine building block were prepared. This benzofuropyridine is easily available from the Meerwein reaction of benzoquinone and a heterocyclic diazonium salt, followed by reduction and cyclization. Electrophilic substitution and further condensations give polycyclic systems, including oxazolo- and chromeno-fused analogues.

β-Diketone boron difluoride dye-functionalized conjugated microporous polymers for efficient aerobic oxidative photocatalysis

2021 ◽  
Author(s):  
Weitao Gong ◽  
Kaixun Dong ◽  
Lu Liu ◽  
Mehdi Hassan ◽  
Guiling Ning
Keyword(s):  
Building Block ◽  
Metal Free ◽  
Microporous Polymers ◽  
Boron Difluoride ◽  
Conjugated Microporous Polymers

Two new conjugated microporous polymers, TPB-B-CMP and TPA-B-CMP, with β-diketone-boron difluoride dye as the key building block were designed and successfully prepared. They were further employed as efficient metal-free heterogeneous photocatalysts.

Synthesis and N.M.R. Spectra of Substituted Aminoiodoacridines

1979 ◽  
Vol 32 (12) ◽  
pp. 2637 ◽  
Author(s):  
RF Martin ◽  
DP Kelly
Keyword(s):  
Electron Density ◽  
Electrophilic Substitution ◽  
Specific Activity ◽  
Diazonium Salt ◽  
High Specific Activity ◽  
High Yield ◽  
Model Compounds ◽  
Iodide Ion ◽  
Ion Substitution ◽  
Chloramine T

3-Amino-6-iodoacridine (10), 3,6-diiodoacridine (11) and 9-amino-2-ethoxy-6-iodoacridine (14) were prepared by iodide ion substitution of the corresponding diazonium salt whereas 3,6-diamino-4,5-diiodoacridine (12) and 6,9-diamino-2-ethoxy-5-iodoacridine (13) were prepared by direct iodination with iodide ion in the presence of chloramine-T. The latter reaction proceeded in relatively high yield and has been used for the synthesis of high specific activity 125I-labelled compounds (12), (13). The 1H and 13C N.M.R. spectra of (10)-(14) and model compounds indicate higher electron density at C4(C5) than at C2(C7) in 3(6)-amino-substituted acridines in agreement with the observed pattern of electrophilic substitution.

2,2-Diethoxy-1-ethendiazonium-hexachloroantimonat: Ein vielseitiger Synthesebaustein für 5- und 6-gliedrige N-Heterocyclen Kristall- und Molekülstruktur von 5′-Phenyl-3′-(2-phenyl-6H-1,3,4-oxadiazin-5-yl)spiro [isobenzofuran-1(3H),2′ (3′H)-[1,3,4]-oxadiazol]-3-on [1] / 2,2-Diethoxy-1-ethenediazonium Hexachloroantimonate: A Versatile Building Block for the Synthesis of 5- and 6-Membered N-Heterocycles Crystal and Molecular Structure of 5′-Phenyl-3′-(2-phenyl-6H-1,3,4-oxadiazine-5-yl)spiro[isobenzofuran-1(3 H),2′(3′ H)-[1,3,4]-oxadiazol]-3-one [1]

1989 ◽  
Vol 44 (5) ◽  
pp. 587-597 ◽  
Author(s):  
Rolf W. Saalfrank ◽  
Bernhard Weiß ◽  
Uwe Wirth ◽  
Karl Peters ◽  
Hans Georg von Schnering
Keyword(s):  
Molecular Structure ◽  
Thionyl Chloride ◽  
Building Block ◽  
Phthalic Acid ◽  
Crystal And Molecular Structure ◽  
Diazonium Salt ◽  
Primary Amines ◽  
Acid Dichloride

Reaction of 2.2-diethoxy-1-ethenediazonium salt la with primary amines 5 yields 1-alkyl-1 H1,2,3-triazoles 7. With hydrazide 8 diazonium salt la reacts completely differently. The thus formed 2′-[2-phenyl-4H-1,3,4-oxadiazine-5(6H)-ylidene]benzohydrazide (9) can be annellated under elimination of water or transformed by reaction with phosgene, thionyl chloride and phthalic acid dichloride respectively to give the heterocycles 10-13.

Effect of Building Block Transformation in Covalent Triazine‐Based Frameworks for Enhanced CO 2 Uptake and Metal‐Free Heterogeneous Catalysis

2019 ◽  
Vol 26 (7) ◽  
pp. 1441-1441
Author(s):  
Himanshu Sekhar Jena ◽  
Chidharth Krishnaraj ◽  
Johannes Schmidt ◽  
Karen Leus ◽  
Kristof Van Hecke ◽  
...  
Keyword(s):  
Heterogeneous Catalysis ◽  
Building Block ◽  
Metal Free

A practical metal-free homolytic aromatic alkylation protocol for the synthesis of 3-(pyrazin-2-yl)bicyclo[1.1.1]pentane-1-carboxylic acid

2016 ◽  
Vol 14 (40) ◽  
pp. 9485-9489 ◽  
Author(s):  
Navanita T. Thirumoorthi ◽  
Vikrant A. Adsool
Keyword(s):  
Carboxylic Acid ◽  
Building Block ◽  
Medicinal Chemistry ◽  
Biological Study ◽  
Metal Free

As a part of our ongoing synthetic quest to expand the frontiers of contemporary medicinal chemistry, we now report an expedient synthesis of a potentially useful bicyclo[1.1.1]pentane building block, 3-(pyrazin-2-yl)bicyclo[1.1.1]pentane-1-carboxylic acid. This report also showcases the application of this motif as a “spacer” probe in a biological study.

Ionic Liquid-Catalyzed C–S Bond Construction using CO2 as a C1 Building Block under Mild Conditions: A Metal-Free Route to Synthesis of Benzothiazoles

ACS Catalysis ◽  
2015 ◽  
Vol 5 (11) ◽  
pp. 6648-6652 ◽  
Author(s):  
Xiang Gao ◽  
Bo Yu ◽  
Zhenzhen Yang ◽  
Yanfei Zhao ◽  
Hongye Zhang ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Building Block ◽  
Metal Free ◽  
Mild Conditions

Effect of Building Block Transformation in Covalent Triazine‐Based Frameworks for Enhanced CO 2 Uptake and Metal‐Free Heterogeneous Catalysis

2019 ◽  
Vol 26 (7) ◽  
pp. 1548-1557 ◽  
Author(s):  
Himanshu Sekhar Jena ◽  
Chidharth Krishnaraj ◽  
Johannes Schmidt ◽  
Karen Leus ◽  
Kristof Van Hecke ◽  
...  
Keyword(s):  
Heterogeneous Catalysis ◽  
Building Block ◽  
Metal Free

Aryl diazonium salt and thioacetamide: a catalyst free, efficient blend of an inexpensive arylating agent with “S” surrogate for sulphide synthesis

RSC Advances ◽  
2016 ◽  
Vol 6 (93) ◽  
pp. 90046-90050 ◽  
Author(s):  
Jeevan Manohar Bhojane ◽  
Sachin Ashok Sarode ◽  
Jayashree Milind Nagarkar
Keyword(s):  
Diazonium Salt ◽  
Bond Formation ◽  
Metal Free ◽  
Catalyst Free ◽  
Aryl Diazonium Salt ◽  
Bond Formation Reactions

Metal free, chemoselective method for C–S, S–S bond formation reactions.

Chemoselective acylation of N-acylglutarimides with N-acylpyrroles and aryl esters under transition-metal-free conditions

2021 ◽  
Author(s):  
jie li ◽  
Jaiqi Yao ◽  
Dong Zou ◽  
Lingfeng Chen ◽  
Patrick Walsh ◽  
...  
Keyword(s):  
Transition Metal ◽  
Bioactive Compounds ◽  
Building Block ◽  
Structural Motif ◽  
Metal Free ◽  
Chemoselective Acylation

The imide moiety is a well-known structural motif in bioactive compounds and a useful building block in a variety of processes. Using N-acylglutarimides with MN(SiMe3)2 and either N-acylpyrroles or aryl...

Front Cover: Effect of Building Block Transformation in Covalent Triazine‐Based Frameworks for Enhanced CO 2 Uptake and Metal‐Free Heterogeneous Catalysis (Chem. Eur. J. 7/2020)

2019 ◽  
Vol 26 (7) ◽  
pp. 1437-1437
Author(s):  
Himanshu Sekhar Jena ◽  
Chidharth Krishnaraj ◽  
Johannes Schmidt ◽  
Karen Leus ◽  
Kristof Van Hecke ◽  
...  
Keyword(s):  
Heterogeneous Catalysis ◽  
Building Block ◽  
Front Cover ◽  
Metal Free
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