alpha,alpha-Dibromo-2-methoxyacetophenone reacts, under mild reaction conditions, with C-, N- and O-nucleophiles via a bromophilic substitution/protonation/carbophilic substitution cascade process to afford alpha-monosubstituted-2-methoxyacetophenones in moderate to good yield. The only exception from this reaction pathway is the reaction with the anion derived from malononitrile in which 2-aroyl-1,1,3,3-tetracyanopropene is obtained.
TY - JOUR
AU - Tatar, Jovana
AU - Marković, Rade
AU - Stojanović, Milovan
AU - Baranac-Stojanović, Marija
PY - 2010
UR - http://cer.ihtm.bg.ac.rs/handle/123456789/703
AB - alpha,alpha-Dibromo-2-methoxyacetophenone reacts, under mild reaction conditions, with C-, N- and O-nucleophiles via a bromophilic substitution/protonation/carbophilic substitution cascade process to afford alpha-monosubstituted-2-methoxyacetophenones in moderate to good yield. The only exception from this reaction pathway is the reaction with the anion derived from malononitrile in which 2-aroyl-1,1,3,3-tetracyanopropene is obtained.
PB - Pergamon-Elsevier Science Ltd, Oxford
T2 - Tetrahedron Letters
T1 - Bromophilic substitution/carbophilic substitution cascade reactions of alpha,alpha-dibromo-2-methoxyacetophenone with C-, N- and O-nucleophiles
VL - 51
IS - 37
SP - 4851
EP - 4855
DO - 10.1016/j.tetlet.2010.07.057
ER -
@article{
author = "Tatar, Jovana and Marković, Rade and Stojanović, Milovan and Baranac-Stojanović, Marija",
year = "2010",
url = "http://cer.ihtm.bg.ac.rs/handle/123456789/703",
abstract = "alpha,alpha-Dibromo-2-methoxyacetophenone reacts, under mild reaction conditions, with C-, N- and O-nucleophiles via a bromophilic substitution/protonation/carbophilic substitution cascade process to afford alpha-monosubstituted-2-methoxyacetophenones in moderate to good yield. The only exception from this reaction pathway is the reaction with the anion derived from malononitrile in which 2-aroyl-1,1,3,3-tetracyanopropene is obtained.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron Letters",
title = "Bromophilic substitution/carbophilic substitution cascade reactions of alpha,alpha-dibromo-2-methoxyacetophenone with C-, N- and O-nucleophiles",
volume = "51",
number = "37",
pages = "4851-4855",
doi = "10.1016/j.tetlet.2010.07.057"
}
Tatar J, Marković R, Stojanović M, Baranac-Stojanović M. Bromophilic substitution/carbophilic substitution cascade reactions of alpha,alpha-dibromo-2-methoxyacetophenone with C-, N- and O-nucleophiles. Tetrahedron Letters. 2010;51(37):4851-4855
Tatar, J., Marković, R., Stojanović, M.,& Baranac-Stojanović, M. (2010). Bromophilic substitution/carbophilic substitution cascade reactions of alpha,alpha-dibromo-2-methoxyacetophenone with C-, N- and O-nucleophiles.
Tetrahedron LettersPergamon-Elsevier Science Ltd, Oxford., 51(37), 4851-4855.
https://doi.org/10.1016/j.tetlet.2010.07.057
Tatar Jovana, Marković Rade, Stojanović Milovan, Baranac-Stojanović Marija, "Bromophilic substitution/carbophilic substitution cascade reactions of alpha,alpha-dibromo-2-methoxyacetophenone with C-, N- and O-nucleophiles" 51, no. 37 (2010):4851-4855,
https://doi.org/10.1016/j.tetlet.2010.07.057 .
