Compounds R1R2EMMe3 (E = P, As; M = Si, Sn) - Convenient and Versatile Reagents for the Syntheses of Tertiary (Fluoroaryl)phosphanes and -arsanes

2008 ◽  
Vol 73 (12) ◽  
pp. 1612-1622 ◽  
Author(s):  
Leonid I. Goryunov ◽  
Joseph Grobe ◽  
Vitalii D. Shteingarts
Keyword(s):  
Nucleophilic Replacement

Synthetic and mechanistic aspects of nucleophilic replacement of fluorine in fluorobenzenes, fluoropyridines and fluoroquinolines by phosphanyl and arsanyl groups via their reactions with R1R2EMMe3 (E = P, As; M = Si, Sn; R1, R2 = Me, i-Pr, t-Bu, Ph, etc.) reagents are considered.

Nucleophilic replacement in decafluoroanthracene

1982 ◽  
pp. 534 ◽  
Author(s):  
James Burdon ◽  
Ann C. Childs ◽  
Ian W. Parsons ◽  
John Colin Tatlow
Keyword(s):  
Nucleophilic Replacement

Nucleophilic replacement reactions of sulphonates

1968 ◽  
Vol 8 (1) ◽  
pp. 7-18 ◽  
Author(s):  
S. Hill ◽  
L. Hough ◽  
A.C. Richardson
Keyword(s):  
Nucleophilic Replacement

Synthesis and reaction of ortho-fluoronitroaryl nitroxides. Novel versatile synthons and reagents for spin-labelling studies

1989 ◽  
Vol 67 (9) ◽  
pp. 1392-1400 ◽  
Author(s):  
H. Olga Hankovszky ◽  
Kálmán Hideg ◽  
M. Judit Lovas ◽  
Gyula Jerkovich ◽  
Antal Rockenbauer ◽  
...  
Keyword(s):  
Amino Acid ◽  
Acid Ester ◽  
Grignard Reagent ◽  
Nmr Spectra ◽  
Amino Acid Ester ◽  
Nucleophilic Replacement ◽  
Nitro Derivatives ◽  
Spin Labelling

2-Flurophenyl- and 2,5-bis(fluorophenyl)pyrrolidin-1-oxyls (2 and 6) were synthesized from the corresponding nitrones 1,4, and 5 with the Grignard reagent prepared from 1-bromo-4-fluorobenzene. The reaction of 2,2,5,5-tetramethyl-3-formyl-3-pyrrolin-1-oxyl (8) with (4-FC6H4)2Cd gave 2,2,5,5-tetramethyl-3-(α-hydroxy-4-fluorobenzyl)-3-pyrrolin-1-oxyl (9), which was oxidized with MnO2 to 2,2,5,5-tetramethyl-3-(4-fluorobenzoyl)-3-pyrrolin-1-oxyl (10). The aryl nitroxides 2, 6, and 10 were nitrated with concentrated H2SO4/HNO3 to ortho-fluoronitrophenyl compounds 3, 7, and 11. The fluoro nitro derivatives served as versatile synthons in the nucleophilic replacement of fluorine with OH, NH2, α-amino acid ester, or thiol. The hydroxy nitroaryl compounds 16, 26, and 30 were nitrated further to give dinitrophenol derivatives 17, 27, and 31. Keywords: fluorophenyl nitroxides, nitroaryl nitroxides, NMR spectra of nitroxides.

Nucleophilic replacement of methoxyl in the reaction of a sterically hindered o-benzoquinone with o-phenylenediamine

1965 ◽  
Vol 18 (8) ◽  
pp. 1241 ◽  
Author(s):  
FR Hewgill ◽  
DG Hewitt ◽  
PB Langley
Keyword(s):  
Quinone Imine ◽  
Dilute Acid ◽  
Spectroscopic Evidence ◽  
Nucleophilic Replacement ◽  
Sterically Hindered

With o-phenylenediamine, 3-t-butyl-5-methoxy-l,2-benzoquinone gives the quinone imine (VII), but only a trace of the expected phenazine (II). Dilute acid converts (VII) to the anilinophenazine (III). Chemical and spectroscopic evidence for the structures of these compounds is presented.

Potential Antimalarials. III. N4-Substituted 7-Bromo-1,5-naphthyridin-4-amines

1985 ◽  
Vol 38 (3) ◽  
pp. 459 ◽  
Author(s):  
GB Barlin ◽  
W Tan
Keyword(s):  
Single Dose ◽  
Nicotinic Acid ◽  
Nucleophilic Replacement ◽  
Plasmodium Vinckei

A series of new N4-substituted 7-bromo-1,5-naphthyridin-4-amines has been prepared from nicotinic acid through 3-bromo-8-chloro- 1,5- naphthyridine by nucleophilic replacement of the 8-chloro substituent with appropriate amines. Several of these compounds, namely 7-bromo-N- (4′-diethylamino-1′-methylbutyl)-1,5-naphthy-ridin-4-amine (′5-azabromoquine'), 4-(7′-bromo-1′,5′-naphthyridin-4′-ylamino)-2-(diethylamino-methyl)phenol and 7-bromo-N-(2′-diethylaminoethyl)-1,5- naphthyridin-4-amine showed significant antimalarial acivity. Apparent cures were effected when these test chemicals were injected intra-peritoneally in a single dose of 200 mg/kg to mice infected with Plasmodium vinckei vinckei.

Nucleophilic Replacement of the Nitro Group in E-2,4,6-Trinitrostilbenes by O- and S-Nucleophiles. Synthesis of 2-Aryl-4-X-6-nitrobenzo[b]thiophenes.

ChemInform ◽  
2006 ◽  
Vol 37 (9) ◽  
Author(s):  
O. Yu. Sapozhnikov ◽  
V. V. Mezhnev ◽  
M. D. Dutov ◽  
V. V. Kachala ◽  
N. A. Popov ◽  
...  
Keyword(s):  
Nitro Group ◽  
Nucleophilic Replacement
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