Coordination of Alkenes at a Highly Electrophilic Site. New Dicationic Platinum(II) Complexes:  Synthesis, Structure, and Reactions with Nucleophiles§

2002 ◽  
Vol 21 (9) ◽  
pp. 1807-1818 ◽  
Author(s):  
Christine Hahn ◽  
Pasquale Morvillo ◽  
Eberhardt Herdtweck ◽  
Aldo Vitagliano
Keyword(s):  
Reactions With Nucleophiles ◽  
Electrophilic Site

Bifluoride Ion Mediated SuFEx Trifluoromethylation of Sulfonyl Fluorides and Iminosulfur Oxydifluorides

2018 ◽  
Author(s):  
Christopher J. Smedley ◽  
Bing Gao ◽  
Suhua Li ◽  
Qinheng Zheng ◽  
Andrew Molino ◽  
...  
Keyword(s):  
Breast Cancer Cells ◽  
Catalytic Mechanism ◽  
Bioactive Molecules ◽  
Chromatographic Purification ◽  
Rapid Exchange ◽  
Nucleophilic Displacement ◽  
Sulfur Fluoride ◽  
Reactions With Nucleophiles ◽  
New Generation ◽  
Selection Of

Sulfur-Fluoride Exchange (SuFEx) is the new generation click chemistry transformation exploiting the unique properties of S-F bonds and their ability to undergo near-perfect reactions with nucleophiles. We report here the first SuFEx based protocol for the efficient synthesis of pharmaceutically important triflones and bis(trifluoromethyl)sulfur oxyimines from the corresponding sulfonyl fluorides and iminosulfur oxydifluorides, respectively. The new protocol involves the rapid exchange of the S-F bond with trifluoromethyltrimethylsilane (TMSCF<sub>3</sub>) upon activation with potassium bifluoride in anhydrous DMSO. The reaction tolerates a wide selection of substrates and proceeds under mild conditions without need for chromatographic purification. A tentative catalytic mechanism is proposed supported by DFT calculations, involving formation of the free trifluoromethyl anion followed by nucleophilic displacement of the S-F through a five-coordinate intermediate. The preparation of a benzothiazole derived bis(trifluoromethyl)sulfur oxyimine with cytotoxic selectivity for MCF7 breast cancer cells demonstrates the utility of this methodology for the late-stage functionalization of bioactive molecules.<br>

Sulfenylated cyclic β-keto esters and cyclic β-diketones; synthesis and reactions with nucleophiles

2010 ◽  
Vol 98 (9) ◽  
pp. 487-492 ◽  
Author(s):  
Ae. de Groot ◽  
B. J. M. Jansen
Keyword(s):  
Keto Esters ◽  
Reactions With Nucleophiles

Synthesis of 5,7-dihydroxynaphthoquinone derivatives and their reactions with nucleophiles: Nitration of 2,3-dimethylnaphthalene and subsequent transformations

1976 ◽  
Vol 29 (10) ◽  
pp. 2247 ◽  
Author(s):  
HJ Banks ◽  
DW Cameron ◽  
MJ Crossley ◽  
EL Samuel
Keyword(s):  
Unusual Reaction ◽  
Nitro Derivatives ◽  
Reactions With Nucleophiles ◽  
Derivatives Of ◽  
Related Compounds ◽  
Benzenoid Ring

5,7-Dihydroxy-2,3-dimethyl-l,4-naphthoquinone (5) and related compounds have been synthesized. The quinone affords an accessible substrate for studying an unusual reaction with nucleophiles, which involves attack at the 8-position, i.e. at the benzenoid ring. An unsuccessful approach to (5) has led to tri- and tetra-nitro derivatives of 2,3-dimethylnaphthalene. Reduction of the former and subsequent conversions have given aminonaphthoquinone and perimidinone derivatives.

Diels-Alder-Adducts of Dichloromethylenepropanedinitrile; Reactions with Nucleophiles

2000 ◽  
Vol 342 (8) ◽  
pp. 819-824 ◽  
Author(s):  
Klaus Friedrich ◽  
Karl Bechtold ◽  
Leo Willin ◽  
Hans Fritz
Keyword(s):  
Diels Alder ◽  
Reactions With Nucleophiles

ChemInform Abstract: 2,3-Epoxyalkylphosphonates. Synthesis and Reactions with Nucleophiles.

ChemInform ◽  
1988 ◽  
Vol 19 (47) ◽  
Author(s):  
B. V. RYABOV ◽  
B. I. IONIN ◽  
A. A. PETROV
Keyword(s):  
Reactions With Nucleophiles

scholarly journals Dinitrosulfodienes of the 2,5-dihydrothiophene-1,1-dioxide series in reactions with nucleophiles

ARKIVOC ◽  
2003 ◽  
Vol 2003 (13) ◽  
pp. 52-58 ◽  
Author(s):  
Valentina M. Berestovitskaya ◽  
Irina E. Efremova
Keyword(s):  
Reactions With Nucleophiles

Predicting Facile Epoxidation of the Diamond (100) Surface by Dioxiranes and Subsequent Ring-Opening Reactions with Nucleophiles

2006 ◽  
Vol 110 (12) ◽  
pp. 6148-6153 ◽  
Author(s):  
Yi-Jun Xu ◽  
Yong-Fan Zhang ◽  
Jun-Qian Li
Keyword(s):  
Ring Opening ◽  
Ring Opening Reactions ◽  
Reactions With Nucleophiles

Reactions with Nucleophiles

2005 ◽  
pp. 1
Author(s):  
N. Nakajima ◽  
M. Ubukata
Keyword(s):  
Reactions With Nucleophiles

ChemInform Abstract: PREPARATION OF SOME DITHIOCARBENE COMPLEXES, W(CO)5(C(SR)2), AND THEIR REACTIONS WITH NUCLEOPHILES

1981 ◽  
Vol 12 (48) ◽  
Author(s):  
R. A. PICKERING ◽  
R. J. ANGELICI
Keyword(s):  
Reactions With Nucleophiles
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