Synthesis of the Novel Thienopyrimidine-Based S-Glycoside Analogues via Nucleophilic Addition/Cyclization/Glycosylation Reactions

2013 ◽  
Vol 781-784 ◽  
pp. 999-1002
Author(s):  
Qiu Hong Dai ◽  
Kun Zou ◽  
Ming Guo Liu ◽  
Lin Luo ◽  
Nian Yu Huang
Keyword(s):  
Elemental Analysis ◽  
Nucleophilic Addition ◽  
The Novel ◽  
Reaction Conditions ◽  
Biological Screening ◽  
Structural Motifs ◽  
Efficient Approach

The title compounds thienopyrimidine-basedS-glycoside analogues were synthesized through the nucleophilic addition/cyclization/glycosylation reactions in good yields from easily accessible starting materials under mild reaction conditions. All of compounds were characterized by NMR, MS, IR and elemental analysis. The efficient approach allowed the facial synthesis of small libraries of thienopyrimidine-basedS-glycoside analogues with different structural motifs for biological screening.

Übergangsmetall-Carben-Komplexe, CXXXI. Umsetzung von [(CO)5WCNEt2]BF4 mit anionischen Organylverbindungen von Elementen der V. Hauptgruppe/ Transition Metal Carbene Complexes, CXXXI. Reaction of [(CO)sWCNEt2]BF4 with Anionic Organyl Compounds of Group V Elements

1983 ◽  
Vol 38 (5) ◽  
pp. 582-586 ◽  
Author(s):  
Ernst Otto Fischer ◽  
Rudolf Reitmeier
Keyword(s):  
Transition Metal ◽  
Nucleophilic Addition ◽  
Spectroscopic Data ◽  
The Novel ◽  
Reaction Conditions ◽  
Group V ◽  
Carbene Complexes ◽  
Carbene Complex ◽  
Reductive Dimerization ◽  
New Compounds

AbstractThe cationic carbyne complex [(CO)5WCNEt2]BF4 (1) reacts with potassiumdiphenylamide, KNPh2, with nucleophilic addition of the amide anion to give (CO)5W[C(NEt2)NPh2] (2). The corresponding reactions with KPPh2, KPEt2, KPMePh, NaSbPh2 and NaBiPh2 yield the complex [(CO)5W(CNEt2)]2 (3), which is formed by reductive dimerization of two carbyne fragments. In case of KPMePh the carbene complexes (CO)5W[C(NEt2)PMePh (4) and trans-(MePhPH)(CO)4W[C(NEt2)PMePh] (5) are also obtained. On warming in solution 5 spontaneously rearranges to the novel cyclic carbene complex (6). Reaction conditions, properties and spectroscopic data of the new compounds are reported.

scholarly journals One-Pot Synthesis of Novel Multisubstituted 1-Alkoxyindoles

Molecules ◽  
2021 ◽  
Vol 26 (5) ◽  
pp. 1466
Author(s):  
Ye Eun Kim ◽  
Hyunsung Cho ◽  
Yoo Jin Lim ◽  
Chorong Kim ◽  
Sang Hyup Lee
Keyword(s):  
Alkyl Halide ◽  
The Novel ◽  
Reaction Conditions ◽  
One Pot ◽  
One Pot Synthesis ◽  
Consecutive Reactions ◽  
Intramolecular Condensation ◽  
Synthetic Sequence ◽  
Novel Target

Studies on a one-pot synthesis of novel multisubstituted 1-alkoxyindoles 1 and their mechanistic investigations are presented. The synthesis of 1 was successfully achieved through consecutive four step reactions from substrates 2. The substrates 2, prepared through a two-step synthetic sequence, underwent three consecutive reactions of nitro reduction, intramolecular condensation, and nucleophilic 1,5-addition to provide the intermediates, 1-hydroxyindoles 8, which then were alkylated in situ with alkyl halide to afford the novel target products 1. We optimized the reaction conditions for 1 focusing on the alkylation step, along with the consideration of formation of intermediates 8. The optimized condition was SnCl2·2H2O (3.3 eq) and alcohols (R1OH, 2.0 eq) for 1–2 h at 40 °C and then, base (10 eq) and alkyl halides (R2Y, 2.0 eq) for 1–4 h at 25–50 °C. Notably, all four step reactions were performed in one-pot to give 1 in good to modest yields. Furthermore, the mechanistic aspects were also discussed regarding the reaction pathways and the formation of side products. The significance lies in development of efficient one-pot reactions and in generation of new 1-alkoxyindoles.

scholarly journals Methyl 2-Amino-4-[1-(Tert-Butoxycarbonyl)Azetidin-3-Yl]-1,3-Selenazole-5-Carboxylate

Molbank ◽  
10.3390/m1207 ◽  
2021 ◽  
Vol 2021 (2) ◽  
pp. M1207
Author(s):  
Karolina Dzedulionytė ◽  
Paulina Voznikaitė ◽  
Aurimas Bieliauskas ◽  
Vida Malinauskienė ◽  
Frank A. Sløk ◽  
...  
Keyword(s):  
Amino Acid ◽  
Elemental Analysis ◽  
The Novel

Methyl 2-amino-4-[1-(tert-butoxycarbonyl)azetidin-3-yl]-1,3-selenazole-5-carboxylate as a newly functionalized heterocyclic amino acid was obtained via [3+2] cycloaddition. The structure of the novel 1,3-selenazole was unequivocally confirmed by detailed 1H, 13C, 15N, and 77Se NMR spectroscopic experiments, HRMS and elemental analysis.

Synthesis of 4-arylethyl-6-arylpyrimidine-2-thiols through aza-Michael addition/nucleophilic addition/aromatization tandem reactions

2018 ◽  
Vol 24 (1) ◽  
pp. 23-26
Author(s):  
Zheng Li ◽  
Wenli Song ◽  
Jiaojiao He ◽  
Yan Du ◽  
Jingya Yang
Keyword(s):  
Efficient Method ◽  
Michael Addition ◽  
Nucleophilic Addition ◽  
Tandem Reactions ◽  
Reaction Conditions ◽  
High Yields ◽  
Work Up

Abstract An efficient method for the synthesis of the title compounds by reactions of divinyl ketones with thiourea is described. This protocol has the advantages of high yields, mild reaction conditions and simple work-up procedure.

scholarly journals Efficient synthesis of pyrazolopyridines containing a chromane backbone through domino reaction

2019 ◽  
Vol 15 ◽  
pp. 874-880
Author(s):  
Razieh Navari ◽  
Saeed Balalaie ◽  
Saber Mehrparvar ◽  
Fatemeh Darvish ◽  
Frank Rominger ◽  
...  
Keyword(s):  
Room Temperature ◽  
High Selectivity ◽  
Domino Reaction ◽  
Primary Amines ◽  
Efficient Synthesis ◽  
Atom Economy ◽  
Reaction Conditions ◽  
Efficient Approach ◽  
Three Component Reaction ◽  
High Yields

An efficient approach for the synthesis of pyrazolopyridines containing the aminochromane motif through a base-catalyzed cyclization reaction is reported. The synthesis was carried out through a three-component reaction of (arylhydrazono)methyl-4H-chromen-4-one, malononitrile, primary amines in the presence of Et3N at room temperature. However, carrying out the reaction under the same conditions without base led to a fused chromanyl-cyanopyridine. High selectivity, high atom economy, and good to high yields in addition to mild reaction conditions are the advantages of this approach.

scholarly journals Synthesis and Single Crystal X-Ray Structure of Bis[4-oxo-3- (2-ethoxycarbonylphenyl)-3,4-dihydroquinazolin-2-yl]disulfide

2009 ◽  
Vol 64 (9) ◽  
pp. 1065-1069 ◽  
Author(s):  
Mehdi Rimaz ◽  
Jabbar Khalafy ◽  
Khadijeh Tavana ◽  
Katarzyna Ślepokura ◽  
Tadeusz Lis ◽  
...  
Keyword(s):  
Nmr Spectroscopy ◽  
Single Crystal ◽  
Elemental Analysis ◽  
Structure Determination ◽  
Room Temperature ◽  
Sodium Ethoxide ◽  
Reaction Conditions ◽  
X Ray ◽  
Ethyl Nitroacetate ◽  
C Nmr

Diethyl 2,2´-thiocarbonyl-bis(azanediyl)dibenzoate was synthesized from the reaction of ethyl anthranilate with thiophosgene. Its treatment with sodium ethoxide in ethanol at room temperature gave ethyl 2-(4-oxo-2-thioxo-1,2-dihydroquinazolin-3(4H)-yl) benzoate, whereas in the presence of ethyl nitroacetate and under the same reaction conditions, the corresponding bis(quinazolin)disulfide was formed. Its structure was confirmed by IR, 1H and 13C NMR spectroscopy elemental analysis and single crystal X-ray structure determination.

Synthesis and Characterization of Substituted μ-oxo-bis[tetra-phenylporphyrinatoiron] Compounds

2015 ◽  
Vol 748 ◽  
pp. 183-186
Author(s):  
Zhi Cheng Sun ◽  
Shu Ying Chen ◽  
Zhi Peng Guo ◽  
Mei Juan Cao ◽  
Lu Hai Li
Keyword(s):  
Infrared Spectra ◽  
Elemental Analysis ◽  
Aromatic Aldehydes ◽  
Synthesis And Characterization ◽  
Visible Spectroscopy ◽  
Reaction Conditions ◽  
One Pot ◽  
Optimum Reaction ◽  
Novel Method

A novel one-pot method for the synthesis of substituted μ-oxo-bis [tetraphenyl porphyrinatoiron] compounds ([TRPPFe]2O) from pyrrole and aromatic aldehydes was proposed and investigated in this paper. Four kinds of [TRPPFe]2O were designed and synthesized by one-pot reaction and characterized by elemental analysis, infrared spectra and ultraviolet-visible spectroscopy. Moreover, the [TRPPFe]2O yields of 18.7~22.4% could be obtained with this novel method under the optimum reaction conditions.

Varying structural motifs in the salen based metal complexes of Co(ii), Ni(ii) and Cu(ii): synthesis, crystal structures, molecular dynamics and biological activities

2016 ◽  
Vol 45 (47) ◽  
pp. 19096-19108 ◽  
Author(s):  
Anoop Kumar Saini ◽  
Pratibha Kumari ◽  
Vinay Sharma ◽  
Pradeep Mathur ◽  
Shaikh M. Mobin
Keyword(s):  
Molecular Dynamics ◽  
Metal Complexes ◽  
Crystal Structures ◽  
Biological Activities ◽  
Biological Applications ◽  
Reaction Conditions ◽  
Structural Motifs

Four new metal complexes which demonstrates varying structural motifs from monomeric to dimeric to tetrameric complexes by slightly altering the reaction conditions and their biological applications.

Palladium–N-heterocyclic carbene (NHC)-catalyzed synthesis of 2-ynamides via oxidative aminocarbonylation of alkynes with amines

2015 ◽  
Vol 5 (10) ◽  
pp. 4750-4754 ◽  
Author(s):  
Chunyan Zhang ◽  
Jianhua Liu ◽  
Chungu Xia
Keyword(s):  
Reaction Conditions ◽  
Efficient Approach

Palladium–NHC compounds catalyzing the oxidative aminocarbonylation of alkynes and amines have been developed with oxygen as the benign oxidant under mild reaction conditions, which led to an efficient approach toward the formation a series of alphatic and aromatic 2-ynamides with high atom efficiency.

scholarly journals N-Arylphenothiazines as strong donors for photoredox catalysis – pushing the frontiers of nucleophilic addition of alcohols to alkenes

2019 ◽  
Vol 15 ◽  
pp. 52-59 ◽  
Author(s):  
Fabienne Speck ◽  
David Rombach ◽  
Hans-Achim Wagenknecht
Keyword(s):  
Excited State ◽  
Nucleophilic Addition ◽  
Reduction Potential ◽  
Phenyl Group ◽  
Addition Product ◽  
Electrochemical Characteristics ◽  
Photoredox Catalysis ◽  
Reaction Conditions ◽  
State Reduction ◽  
Reducing Properties

A new range of N-phenylphenothiazine derivatives was synthesized as potential photoredox catalysts to broaden the substrate scope for the nucleophilic addition of methanol to styrenes through photoredox catalysis. These N-phenylphenothiazines differ by their electron-donating and electron-withdrawing substituents at the phenyl group, covering both, σ and π-type groups, in order to modulate their absorbance and electrochemical characteristics. Among the synthesized compounds, alkylaminylated N-phenylphenothiazines were identified to be highly suitable for photoredox catalysis. The dialkylamino substituents of these N-phenylphenothiazines shift the estimated excited state reduction potential up to −3.0 V (vs SCE). These highly reducing properties allow the addition of methanol to α-methylstyrene as less-activated substrate for this type of reaction. Without the help of an additive, the reaction conditions were optimized to achieve a quantitative yield for the Markovnivkov-type addition product after 20 h of irradiation.

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