Highly fluorescent 1,2-dihydropyrimido[1,6-α]indole: an efficient metal free synthesis and photophysical study

2016 ◽  
Vol 52 (75) ◽  
pp. 11231-11234 ◽  
Author(s):  
Tapas Das ◽  
Anirban Kayet ◽  
Ruchika Mishra ◽  
Vinod K. Singh
Keyword(s):  
Mannich Reaction ◽  
Room Temperature ◽  
Indole Derivatives ◽  
Metal Free ◽  
Photophysical Study ◽  
The Mannich Reaction

A metal free route to highly fluorescent 1,2-dihydropyrimido[1,6-α]indole derivatives has been developedviabase catalyzed aldol followed by the Mannich reaction of indole-2-carboxaldehyde with ethylN-arylideneglycinate at room temperature.

A New Synthesis of Rizatriptan Based on Radical Cyclization

2008 ◽  
Vol 73 (1) ◽  
pp. 116-126 ◽  
Author(s):  
Stanislav Rádl ◽  
Ondřej Klecán ◽  
Robert Klvaňa ◽  
Jaroslav Havlíček
Keyword(s):  
Mannich Reaction ◽  
Radical Cyclization ◽  
Indole Derivatives ◽  
Reaction Step ◽  
New Synthesis ◽  
The Mannich Reaction ◽  
Methyl Phenyl

A new methodology useful for preparation of indole derivatives bearing a 2-(dialkylamino)-ethyl substituent at the 3-position has been developed. Application of this methodology to the synthesis of N,N-dimethyl-2-{5-[(1H-1,2,4-triazol-1-yl)methyl]-1H-indol-3-yl}ethan-1-amine (rizatriptan; 3) is described. The key reaction step is based on the radical cyclization of N-[4-(dimethylamino)but-2-yn-1-yl]-N-{2-iodo-4-[(1H-1,2,4-triazol-1-yl)methyl]phenyl}-acetamide (21), easily available by the Mannich reaction, and subsequent isomerization of the primarily formed methylidene derivative 22.

One-pot three-component Mannich reaction in water catalyzed by eco-friendly, hydrophobic and recyclable sulfonic acid based nanosilica (SBA-15-Ph-PrSO3H)

RSC Advances ◽  
2014 ◽  
Vol 4 (71) ◽  
pp. 37941-37946 ◽  
Author(s):  
Daryoush Zareyee ◽  
Hamidreza Alizadeh
Keyword(s):  
Mannich Reaction ◽  
Aromatic Amines ◽  
Sulfonic Acid ◽  
Room Temperature ◽  
Aromatic Aldehydes ◽  
Green Method ◽  
One Pot ◽  
The Mannich Reaction ◽  
Reaction In Water

A mild, effective and green method for the Mannich reaction of aromatic aldehydes, aromatic amines and ketones has been accomplished in good to excellent yields using hydrophobic SBA-15-Ph-PrSO3H in water at room temperature.

Methyl-triflate-mediated dearylmethylation of N-(arylmethyl)carboxamides via the retro-Mannich reaction induced by electrophilic dearomatization/rearomatization in an aqueous medium at room temperature

2019 ◽  
Vol 21 (9) ◽  
pp. 2252-2256
Author(s):  
Hui Peng ◽  
Jinhui Ma ◽  
Wenkun Luo ◽  
Guangwen Zhang ◽  
Biaolin Yin
Keyword(s):  
Aqueous Medium ◽  
Mannich Reaction ◽  
Room Temperature ◽  
Metal Free ◽  
Methyl Triflate

Dearylmethylation of N-(arylmethyl)carboxamides was achieved under metal-free conditions in an aqueous medium induced by electrophilic dearomatization/rearomatization.

A Convenient One-Pot Synthesis of Pyrazolo[3,4-d]pyrimidines and s-Triazolo[3,4-b][1,3,5]thiadiazines

1997 ◽  
Vol 52 (11) ◽  
pp. 1401-1412 ◽  
Author(s):  
Zeinab A. Hozien ◽  
Abd El-Wareth A. O. Sarhan ◽  
Hassan A. H. El-Sherief ◽  
Abdalla M. Mahmoud
Keyword(s):  
Mannich Reaction ◽  
Aromatic Amines ◽  
Good Yield ◽  
Room Temperature ◽  
Secondary Amines ◽  
One Pot ◽  
Aminomethyl Derivatives ◽  
Primary Aromatic Amines ◽  
The Mannich Reaction ◽  
Primary Aliphatic Amines

Abstract The reaction of 5-amino-3-aryl-1-phenylpyrazoles (1a-d) with formaldehyde and secondary amines in boiling ethanol gave the corresponding 4-alkylaminomethyl derivatives (2a-f) and bis-(4-pyrazolyl)methane (4a,b) as byproduct. Such reaction with primary aliphatic and aro­ matic amines at room temperature afforded 1,3,5-trisubstituted (5a-h) and 1,3.5,7-tetrasubstituted tetrahydropyrazolo[3,4-d]pyrimidines (8a-k) respectively in good yield. Similarily, the Mannich reaction of 5-mercapto-3-phenyl-1,2,4-triazole (9) with secondary amines, in boiling ethanol, and primary aromatic amines, at room temperature, gave 2 -substituted aminomethyl derivatives (10a-c) and (14a-g) respectively,while with primary aliphatic amines, p-toluidine and p-anisidine,at room temperature,and with other primary aromatic amines, in boiling ethanol, afforded the cyclized products 12,4-triazolo[3,4-b]thiadiazines (13a-e); (15f,g) and (15a-e), respectively.

Experimental and computational evidence for KOt-Bu-promoted synthesis of oxopyrazino[1,2-a]indoles

RSC Advances ◽  
2015 ◽  
Vol 5 (123) ◽  
pp. 101353-101361 ◽  
Author(s):  
Mohammad Mahdavi ◽  
Rasoul Hassanzadeh-Soureshjan ◽  
Mina Saeedi ◽  
Alireza Ariafard ◽  
Rasool BabaAhmadi ◽  
...  
Keyword(s):  
Room Temperature ◽  
Indole Derivatives ◽  
Metal Free

Metal-free intramolecular hydroamination of some Ugi adducts in the presence of KOt-Bu in DMF at room temperature led to the formation of novel oxopyrazino[1,2-a]indole derivatives.

Metal-free visible-light-induced aerobic oxidation of α-diazoesters leading to α-ketoesters in air

2021 ◽  
Author(s):  
Ruisheng Liu ◽  
Qishun Liu ◽  
Haoran Meng ◽  
Hongyu Ding ◽  
Jindong Hao ◽  
...  
Keyword(s):  
Visible Light ◽  
Room Temperature ◽  
Aerobic Oxidation ◽  
Metal Free

A metal-free and visible-light-induced strategy has been established for the construction of α-ketoesters via aerobic oxidation of α-diazoesters with dioxygen in air at room temperature.

scholarly journals Giant room temperature elastocaloric effect in metal-free thin-film perovskites

2021 ◽  
Vol 7 (1) ◽  
Author(s):  
Cheng Li ◽  
Yu Hui Huang ◽  
Jian-Jun Wang ◽  
Bo Wang ◽  
Yong Jun Wu ◽  
...  
Keyword(s):  
Thin Films ◽  
Solid State ◽  
Room Temperature ◽  
Entropy Change ◽  
Stress Change ◽  
Chemical Doping ◽  
Metal Free ◽  
Organic Ferroelectrics ◽  
Potential Applications ◽  
Unit Stress

AbstractSolid-state refrigeration which is environmentally benign has attracted considerable attention. Mechanocaloric (mC) materials, in which the phase transitions can be induced by mechanical stresses, represent one of the most promising types of solid-state caloric materials. Herein, we have developed a thermodynamic phenomenological model and predicted extraordinarily large elastocaloric (eC) strengths for the (111)-oriented metal-free perovskite ferroelectric [MDABCO](NH4)I3 thin-films. The predicted room temperature isothermal eC ΔSeC/Δσ (eC entropy change under unit stress change) and adiabatic eC ΔTeC/Δσ (eC temperature change under unit stress change) for [MDABCO](NH4)I3 are −60.0 J K−1 kg−1 GPa−1 and 17.9 K GPa−1, respectively, which are 20 times higher than the traditional ferroelectric oxides such as BaTiO3 thin films. We have also demonstrated that the eC performance can be improved by reducing the Young’s modulus or enhancing the thermal expansion coefficient (which could be realized through chemical doping, etc.). We expect these discoveries to spur further interest in the potential applications of metal-free organic ferroelectrics materials towards next-generation eC refrigeration devices.

Visible-light-promoted sulfonylation of thiols with aryldiazonium and sodium metabisulphite leading to unsymmetrical thiosulfonates

2021 ◽  
Author(s):  
Yu-Fen Lv ◽  
Jinyun Luo ◽  
Yuchuan Ma ◽  
Qi Dong ◽  
Lin He
Keyword(s):  
Visible Light ◽  
Room Temperature ◽  
Metal Free ◽  
Sodium Metabisulphite ◽  
Three Component Reaction

A new visible-light-mediated protocol has been proposed for the synthesis of thiosulfonates via metal-free sulfonylation of thiols with aryldiazonium and sodium metabisulphite at room temperature. This mild three-component reaction, simply...

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