Reaction Of Nucleophilic Reagents Research Articles

ChemInform Abstract: Acyclic Stereoselection in the Reaction of Nucleophilic Reagents with Chiral N‐Acyliminium Ions Generated from N‐[1‐(Phenylsulfonyl)alkyl]imidazolidin‐2‐ones.

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Acyclic stereoselection in the reaction of nucleophilic reagents with chiral N-acyliminium ions generated from N-

Optically active N-[1-(phenylsulfonyl)alkyl]imidazolidin-2-ones react at low temperature in the presence of tin tetrachloride to give acyclic N-acyliminium ions. These electrophilic substrates give addition products upon reaction with pi-nucleophiles. Allyltrimethylsilane affords the corresponding allylated products in good yields and high diastereoselectivity. The stereochemical outcome of this process can be rationalized by taking into account the preference of the intermediate N-acyliminium ion for an E configuration that favors the attack of the nucleophile from the si-si face. Disappointing results are obtained using silyl ketene acetals; conversely trimethylsilyl enol ether of acetophenone gives the corresponding adducts in high diastereoselectivity. The utilization of trimethylsilyl enol ether of 2-acetylfuran is particularly interesting since the corresponding adducts are obtained with good diastereoselectivity and the furan ring could be amenable of further synthetic transformations.

Synthesis of 1-substituted 12-oxahexacyclo[7.2.1.02,8.03,7.04,11.06,10]dodecanes and their transformation into pentacyclo[6.3.0.02,6.03,10.05,9]undecane derivatives

The reaction of nucleophilic reagents (organomagnesium and organosodium compounds containing active methylene groups) with exo-II-bromopentacyclo[5.4.0.0 2,6 .0 3,10 .0 5,9 ]undecan-8-one leads to the formation of 1-substituted-12-oxahexacyclo[7.2.1.0 2,8 .0 3,7 .0 4,11 .0 6,10 ]dodecanea in the synthesis of trishomocubane derivatives. It is shown, using the 1-methyl- and 1-phenyl-substituted 12-oxadodecanes, that iodotrimethylsilane readly cleaves the ether bond at C(1). The resulting carbonium ions rearrange to form 1,7,11-trisubstituted pentacyclo[5.4.0.0 2,6 .0 3,10 .0 5,9 ]undecane

Reactions of nucleophilic reagents with dianionic hexacoordinated germanium complexes: a new convenient route to functional organogermanes from germanium dioxide

Reactions of nucleophilic reagents with dianionic hexacoordinated germanium complexes: a new convenient route to functional organogermanes from germanium dioxide

Action des composes organomagnesiens sur les pyrones-2-VII : Etude de la stabilite relative des hydroxy-6 dihydro-5,6 2h-pyrannes et des cetols tautomeres correspondants

In the reaction between organomagnesium compounds and 2-pyrones, the relative stability of the 6-hydroxy 5,6-dihydro 2H-pyrans and their tautomeric forms (ketols) has no influence on the reaction pathway. When ethylenic ketols are obtained, the corresponding tautomeric dihydropyranols are prepared in a selective way by reaction of nucleophilic reagents on the 3,6-dihydro-2-pyrones. In the other hand, the exclusive formation either of the dihydropyranols or of the unsatured ketols E, during these two reactions, shows up that here is no equilibrium between these two entities in the experimental conditions.

Remarkable stereoselectivity in the reaction of nucleophilic reagents with C(7) carbonyl derivatives of functionalized bicyclo[2.2.1]heptanes

Remarkable stereoselectivity in the reaction of nucleophilic reagents with C(7) carbonyl derivatives of functionalized bicyclo[2.2.1]heptanes

Reaction of nucleophilic reagents with D-glycosyl- and D-gluconyl isothiocyanates.

Reactions of various amino compounds with D-glycosyl-and D-gluconylisothiocyanates gave the corresponding thioureides in good yields. Attempts to cause the ring closure of N-glucopyranosyl-N'-phenyl thioureide with methyl cyanoacetate or methyl propiolate under acidic conditions were unsuccessful.

ChemInform Abstract: DEDIMERIZATION OF PERFLUORODIMETHYLAZAPROPENYLAMINE

AbstractBei der Einwirkung von Triethylphosphit auf Perfluor‐dimethylazapropylenamin (II), der dimeren Verbindung von Perfluor‐2‐azapropen (I), erhält man nicht das Phosphoran (III), sondern die Phosphorverbindung (IV).

The Reaction of Nucleophilic Reagents at the β-Position of 3-Bromo-4-nitropyridine N-Oxides

Abstract The reactions of 3-bromo-4-nitro-2-R1-6-R2-5-X-pyridine N-oxides (1a:R1=H, R2=Me, X=H; 1b:R1=R2=Me, X=H; 1c: R1=R2=H, X=Br) with diethyl sodiomalonate, ethyl sodiocyanoacetate, and ethyl sodioacetoacetate have been carried out. The treatment of 1a, 1b, and 1c with diethyl sodiomalonate gives 3-[bis(ethoxycarbonyl)methyl]-4-nitro-2-R1-6-R2-5-X-pyridine N-oxides (2a, 2b, and 2c) and 4-[bis(ethoxycarbonyl)methyl]-3,5-dibromopyridine N-oxides (3c). With ethyl sodiocyanoacetate, 3-[cyano(ethoxycarbonyl)methyl]-4-nitro-2-R1-6-R2-pyridine N-oxides (4a and 4b) and 4-[cyano(ethoxycarbonyl)methyl]-3,5-dibromopyridine N-oxide (5c) are obtained. With ethyl sodioacetoacetate, 1a and 1c give 3-[acetyl(ethoxycarbonyl)methyl]-6-methyl-4-nitropyridine N-oxide (6a) and/or 3-ethoxycarbonyl-2-methyl-6-R1-7-X-furo[3,2-c]pyridine N-oxides (7a and 7c), but 1b is unaffected by ethyl sodioacetoacetate under the given conditions. The electronic and steric effects of methyl and bromo groups for the reactions are discussed.

Generation of episulfonium intermediates from ?-halo thioethers

It was shown that episulfonium intermediates can be generated from β-halo thioethers by exchange reaction with silver borofluoride, and it was established that the main direction of the reaction of nucleophilic reagents with the intermediates is attack at the carbon atom.

The Reaction of Nucleophilic Reagents at the β-Position of 3-Bromo-4-nitropyridine N-Oxide

Abstract Some nucleophilic substitutions on the β-position of the pyridine nucleus were carried out. The reactions of 3-bromo-4-nitropyridine N-oxide(1) with diethyl sodiomalonate, ethyl sodiocyanoacetate, and ethyl sodioacetoacetate in diethyl carbonate or pyridine afforded 3-bis-(ethoxycarbonyl)methyl-4-nitropyridine N-oxide (2), 3-cyano(ethoxycarbonyl)methyl-4-nitropyridine N-oxide (3), and 3-acetyl(ethoxycarbonyl)methyl-4-nitropyridine N-oxide (4) respectively, and ethyl sodioacetoacetate, when treated at a higher temperature, gave 3-ethoxycarbonyl-2-methyl-furo(3,2-c)pyridine N-oxide (5). A probable mechanism of the reaction was presented.

Reactions of nucleophilic reagents with acylating agents of extreme reactivity and unreactivity. Correlation of .beta. values for attacking and leaving group variation

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTReactions of nucleophilic reagents with acylating agents of extreme reactivity and unreactivity. Correlation of .beta. values for attacking and leaving group variationAlan R. Fersht and William P. JencksCite this: J. Am. Chem. Soc. 1970, 92, 18, 5442–5452Publication Date (Print):September 1, 1970Publication History Published online1 May 2002Published inissue 1 September 1970https://doi.org/10.1021/ja00721a024RIGHTS & PERMISSIONSArticle Views465Altmetric-Citations55LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InReddit PDF (1 MB) Get e-Alerts Get e-Alerts

Intramolecular catalysis in the reactions of nucleophilic reagents with aspirin.

Intramolecular catalysis in the reactions of nucleophilic reagents with aspirin.

Reactions of Nucleophilic Reagents with Phosphoramidate1

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTReactions of Nucleophilic Reagents with Phosphoramidate1William P. Jencks and Mary GilchristCite this: J. Am. Chem. Soc. 1965, 87, 14, 3199–3209Publication Date (Print):July 1, 1965Publication History Published online1 May 2002Published inissue 1 July 1965https://doi.org/10.1021/ja01092a035RIGHTS & PERMISSIONSArticle Views505Altmetric-Citations71LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InReddit PDF (1 MB) Get e-Alerts Get e-Alerts

Vinyl Derivatives of Metals. XI. Reaction of Nucleophilic Reagents with Triethylperfluorovinylsilane

Vinyl Derivatives of Metals. XI. Reaction of Nucleophilic Reagents with Triethylperfluorovinylsilane

Notes- Reactions of Nucleophilic Reagents with Cyanuric Fluoride and Cyanuric Chloride

Notes- Reactions of Nucleophilic Reagents with Cyanuric Fluoride and Cyanuric Chloride

Reactions of 3,3,3-trichloropiopene and i,pl,3-tetrachloropropane with aromatic amines

1. The reactions of 3,3,3-trichloropropene and 1,1,3-trichloropropene with aniline, N-methylaniline, and N,N-dimethylaniline were studied, and it was shown that with these trichloropropenes aniline gives the substance C6H5NHCH2CH = CCl2 and N-methyl- and N,N-dimethyl-anilines both give C6H5N (CH3) CH2CH=CCl2. 2. By the formation of the hydrochlorides C6H5NHCH2CH2CCl3 · HCl and C6H5N (CH3) CH2CH2CCl3 · HCl in the reaction of 1,1,1,3-tetrachloropropane with aniline and N-methylaniline, respectively, it was shown that the lone chlorine in 1,1,1,3-tetrachloropropane can undergo nucleophilic substitution. Unlike reactions of nucleophilic reagents with higher α,α,α,ω-tetrachloroalkanes, these reactions give low yields.