An electrophilic reagent for the synthesis of OCHFMe-containing molecules

2018 ◽  
Vol 54 (20) ◽  
pp. 2491-2493 ◽  
Author(s):  
Elodie Carbonnel ◽  
Xavier Pannecoucke ◽  
Tatiana Besset ◽  
Philippe Jubault ◽  
Thomas Poisson
Keyword(s):  
Electrophilic Reagent

Herein the synthesis of a novel and bench stable electrophilic reagent to construct the OCFHMe motif from O-nucleophiles has been described.

2-Iodosylbenzoic acid activated by trifluoromethanesulfonic anhydride: efficient oxidant and electrophilic reagent for preparation of iodonium salts

2021 ◽  
Author(s):  
Akira Yoshimura ◽  
Christopher Huss ◽  
Akio Saito ◽  
Tsugio Kitamura ◽  
Viktor V Zhdankin
Keyword(s):  
Electrophilic Reagent ◽  
Iodonium Salts ◽  
Trifluoromethanesulfonic Anhydride

2-Iodosylbenzoic acid in the presence of trifluoromethanesulfonic anhydride is an efficient oxidant and electrophilic reagent useful for preparation of the corresponding alkenyl and aryliodonium salts. Compared to the previously reported...

An Electrophilic Reagent for the Direct Introduction of the SCF2 PO(OEt)2 Group to Molecules

2016 ◽  
Vol 128 (43) ◽  
pp. 13688-13692 ◽  
Author(s):  
Heng-Ying Xiong ◽  
Alexandre Bayle ◽  
Xavier Pannecoucke ◽  
Tatiana Besset
Keyword(s):  
Electrophilic Reagent ◽  
Direct Introduction

scholarly journals Diimide as an Electrophilic Reagent for Hydrogenation

1967 ◽  
Vol 70 (6) ◽  
pp. 892-894 ◽  
Author(s):  
Toru TAKAGI
Keyword(s):  
Electrophilic Reagent

scholarly journals Alkylation of deoxyribonucleic acid by carcinogens dimethyl sulphate, ethyl methanesulphonate, N-ethyl-N-nitrosourea and N-methyl-N-nitrosourea. Relative reactivity of the phosphodiester site thymidylyl(3′-5′)thymidine

1978 ◽  
Vol 171 (3) ◽  
pp. 575-587 ◽  
Author(s):  
D H Swenson ◽  
P D Lawley
Keyword(s):  
Alkyl Group ◽  
Deoxyribonucleic Acid ◽  
Dimethyl Sulphate ◽  
Alkylating Agents ◽  
Electrophilic Reagent ◽  
Relative Reactivity ◽  
Ethyl Methanesulphonate ◽  
A Value ◽  
Phosphodiester Group ◽  
Steric Accessibility

1. The ethyl phosphotriester of thymidylyl(3′-5′)thymidine, dTp(Et)dT, was identified as a product from reaction of DNA with N-ethyl-N-nitrosourea, by procedures parallel to those reported previously for the methyl homologue produced by N-methyl-N-nitrosourea. 2. Enzymic degradation to yield alkyl phosphotriesters from DNA alkylated by these carcinogens and by dimethyl sulphate and ethyl methanesulphonate was studied quantitatively, and the relative yields of the triesters dTp(Alk)dT were determined. The relative reactivity of the phosphodiester group dTpdT to each of the four carcinogens was thus obtained, and compared with that of DNA overall, or with that of the N-7 atom of guanine in DNA. Relative reactivity of the phosphodiester group was lowest towards dimethyl sulphate, the least electrophilic of the reagents used, and was highest towards N-ethyl-N-nitrosourea, the most electrophilic reagent. 3. The nature of the alkyl group transferred also influenced reactivity of the phosphodiester site, since this site was relatively more reactive towards ethylation than would be predicted simply from the known Swain-Scott s values of the alkylating agents. It was therefore suggested that the steric accessibility of the weakly nucleophilic phosphodiester group on the outside of the DNA macromolecule favours its reaction with ethylating, as opposed to methylating, reagents. 4. Taking a value of the Swain-Scott nucleophilicity (n) of 2.5 for an average DNA nucleotide unit [Walles & Ehrenberg (1969) Acta Chem. Scand. 23, 1080-1084], a value of n of about 1 for the phosphodiester group was deduced, and this value was found to be 2-3 units less than that for the N-7 atom of guanine in DNA. 5. The reactivity of DNA overall was markedly high towards the alkylnitrosoureas, despite their relatively low s values. This was ascribed to an electrostatic factor that favoured reaction of the negatively charged polymer with alkyldiazonium cation intermediates.

Annelation of organoboranes derived from geraniol

1976 ◽  
Vol 29 (3) ◽  
pp. 617 ◽  
Author(s):  
R Murphy ◽  
RH Prager
Keyword(s):  
Carbon Monoxide ◽  
Silver Nitrate ◽  
Electrophilic Reagent ◽  
Bromo Derivative

Alicyclic products have been obtained from geraniol derivatives in four ways: carbonylation of the intermediate borane either by treatment with carbon monoxide under pressure or by rearrangement of the cyanoborate under the influence of an electrophilic reagent; coupling under the influence of alkaline silver nitrate or by rearrangement of the bromo derivative obtained by photochemical bromination. The methods are compared and the nature of the products studied.

Trifluoromethyl-substituted selenium ylide: a broadly applicable electrophilic trifluoromethylating reagent

2019 ◽  
Vol 6 (13) ◽  
pp. 2205-2209 ◽  
Author(s):  
Hangming Ge ◽  
Qilong Shen
Keyword(s):  
Boronic Acids ◽  
Electrophilic Reagent ◽  
Enol Ethers ◽  
Silyl Enol Ethers

An easily available, air/moisture insensitive and broadly applicable electrophilic reagent trifluoromethyl-substituted selenium ylide 1a and its reactions with a variety of nucleophiles including β-ketoesters and silyl enol ethers, aryl/heteroaryl boronic acids, electron-rich heteroarenes and sulfinates were described.

Sequential Interaction of Enamine with O, O-Dialkyldithiophosphoric Acid and Electrophilic Reagent

2020 ◽  
Vol 90 (1) ◽  
pp. 84-88
Author(s):  
R. A. Khairullin ◽  
M. B. Gazizov ◽  
Yu. S. Kirillina ◽  
S. Yu. Ivanova ◽  
L. P. Shamsutdinova
Keyword(s):  
Electrophilic Reagent ◽  
Dialkyldithiophosphoric Acid

Electrophilic Reagent

2005 ◽  
pp. 1
Author(s):  
K. Ishihara ◽  
H. Yamamoto
Keyword(s):  
Electrophilic Reagent

ChemInform Abstract: Synthesis of Alkyl Ethynyl Tellurides and 1,2-Bis(alkyltelluro) acetylenes by Electrophilic-Reagent-Induced Reaction of Dialkyl Ditellurides with Acetylene.

ChemInform ◽  
2010 ◽  
Vol 28 (9) ◽  
pp. no-no
Author(s):  
V. A. POTAPOV ◽  
S. V. AMOSOVA ◽  
V. YU. SHESTAKOVA ◽  
A. R. ZHNIKIN ◽  
B. V. PETROV
Keyword(s):  
Electrophilic Reagent ◽  
Induced Reaction
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