Stereoelectronic effects on chemoselectivity in the free radical bromination of arylcyclopropanes

1990 ◽  
Vol 112 (14) ◽  
pp. 5557-5562 ◽  
Author(s):  
James M. Tanko ◽  
Rosemal H. Mas ◽  
N. Kamrudin Suleman
Keyword(s):  
Free Radical ◽  
Stereoelectronic Effects ◽  
Radical Bromination

Directing Bromination of Piperazine-2,5-diones

1995 ◽  
Vol 48 (7) ◽  
pp. 1379 ◽  
Author(s):  
TW Badran ◽  
CLL Chai ◽  
CJ Easton ◽  
JB Harper ◽  
DM Page
Keyword(s):  
Free Radical ◽  
Methyl Substituent ◽  
Radical Bromination ◽  
Acetyl Group

From intermolecular and intramolecular competition experiments, it has been established that, by comparison with an N-methyl substituent, an N-acetyl group deactivates glycine residues in piperazine-2,5-diones towards free-radical bromination. Combined with the ease of introduction and removal of N-acetyl substituents, the deactivating effect provides a method for regiocontrolled functionalization of these compounds.

ChemInform Abstract: Free-Radical Bromination of Selected Organic Compounds in Water.

ChemInform ◽  
2010 ◽  
Vol 28 (23) ◽  
pp. no-no
Author(s):  
H. SHAW ◽  
H. D. PERLMUTTER ◽  
C. GU ◽  
S. D. ARCO ◽  
T. O. QUIBUYEN
Keyword(s):  
Free Radical ◽  
Organic Compounds ◽  
Radical Bromination

scholarly journals THE FREE RADICAL BRO MINA TION OF ETHYL PYRIDAZINES: THEORETICAL STUDIES

2014 ◽  
Vol 22 (22) ◽  
pp. 53-60
Author(s):  
I. A. ADEJORO ◽  
R. O. Ogede ◽  
C. U. Ibeji ◽  
O. O. Adeboye
Keyword(s):  
Free Radical ◽  
Rapid Method ◽  
Computational Methods ◽  
Theoretical Studies ◽  
Hartree Fock ◽  
Radical Bromination ◽  
Total Energies ◽  
Pyridazine Derivatives ◽  
Semi Empirical

Theoretical studies on free radical bromination by N-bromosuccinimide were carried out on a range of ethyl-3-methoxy-pyridazine derivatives. The investigations of these reactions performed, in order to develop a convenient and rapid theoretical means of predicting selectivity. The geometry optimizations of the total energies of the reactants and the products were calculated using Semi-empirical; AMI, MNDO, PM3 e Hartree Fock, HF3- 21 G computational methods. The calculation performed using PM3 Hamiltonian gave the best qualitative predictions, thus providing a rapid method for the selectivity of the reactions used in the synthesis of novel heterocyclic analogs of neurotransmitters.

scholarly journals Regioselectivity in free radical bromination of unsymmetrical dimethylated pyridines

2014 ◽  
Vol 55 (49) ◽  
pp. 6743-6746 ◽  
Author(s):  
Rajesh Thapa ◽  
Jordan Brown ◽  
Thomas Balestri ◽  
Richard T. Taylor
Keyword(s):  
Free Radical ◽  
Radical Bromination

Functionalization of Alkylsiloxane Monolayers via Free-Radical Bromination

Langmuir ◽  
1997 ◽  
Vol 13 (7) ◽  
pp. 2027-2032 ◽  
Author(s):  
Murray V. Baker ◽  
Jason D. Watling
Keyword(s):  
Free Radical ◽  
Radical Bromination

Organophosphorus chemistry. III. Synthesis of 3-Ethoxy-2-phenyl-1,3-azaphosphininane 3-oxide

1984 ◽  
Vol 37 (1) ◽  
pp. 205 ◽  
Author(s):  
DG Hewitt ◽  
MW Teese
Keyword(s):  
Free Radical ◽  
Aqueous Ammonia ◽  
Radical Bromination ◽  
Organophosphorus Chemistry

Treatment of ethyl (3-bromopropyl)phosphonochloridate with benzylmagnesium chloride gave ethyl (benzyl)(3-bromopropyl)phosphinate. This underwent free-radical bromination to give ethyl (a-bromobenzyl)(3-bromopropyl)phosphinate Cyclization with aqueous ammonia gave 3-ethoxy- 2-phenyl-1,3-azaphosphininane 3-oxide. Attempts to prepare the 2-(pyridin-3'-yl)-substituted 1,3-azaphosphininane are also discussed.

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