An efficient method for the formation of α-carbonyl-monosubstituted acetophenones from ortho-methoxy- and ortho-hydroxy-α,α-dibromoacetophenones and a range of selected nucleophiles, occurring via a carbophilic substitution/bromophilic substitution/protonation cascade process, is described. In turn, the preparation of α,α-dibromoacetophenones, isolated in high yields, relies on the neighboring group participation of the ortho-substituents in the starting ortho-substituted acetophenones.
TY - JOUR
AU - Tatar, Jovana
AU - Baranac-Stojanović, Marija
AU - Stojanović, Milovan
AU - Marković, Rade
PY - 2009
UR - http://cer.ihtm.bg.ac.rs/handle/123456789/595
AB - An efficient method for the formation of α-carbonyl-monosubstituted acetophenones from ortho-methoxy- and ortho-hydroxy-α,α-dibromoacetophenones and a range of selected nucleophiles, occurring via a carbophilic substitution/bromophilic substitution/protonation cascade process, is described. In turn, the preparation of α,α-dibromoacetophenones, isolated in high yields, relies on the neighboring group participation of the ortho-substituents in the starting ortho-substituted acetophenones.
PB - Pergamon-Elsevier Science Ltd, Oxford
T2 - Tetrahedron Letters
T1 - Reactions of ortho-substituted α,α-dibromoacetophenones with nucleophiles: first examples of combined carbophilic and bromophilic attack on C-Br bonds
VL - 50
IS - 6
SP - 700
EP - 703
DO - 10.1016/j.tetlet.2008.11.104
ER -
@article{
author = "Tatar, Jovana and Baranac-Stojanović, Marija and Stojanović, Milovan and Marković, Rade",
year = "2009",
url = "http://cer.ihtm.bg.ac.rs/handle/123456789/595",
abstract = "An efficient method for the formation of α-carbonyl-monosubstituted acetophenones from ortho-methoxy- and ortho-hydroxy-α,α-dibromoacetophenones and a range of selected nucleophiles, occurring via a carbophilic substitution/bromophilic substitution/protonation cascade process, is described. In turn, the preparation of α,α-dibromoacetophenones, isolated in high yields, relies on the neighboring group participation of the ortho-substituents in the starting ortho-substituted acetophenones.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Tetrahedron Letters",
title = "Reactions of ortho-substituted α,α-dibromoacetophenones with nucleophiles: first examples of combined carbophilic and bromophilic attack on C-Br bonds",
volume = "50",
number = "6",
pages = "700-703",
doi = "10.1016/j.tetlet.2008.11.104"
}
Tatar, J., Baranac-Stojanović, M., Stojanović, M.,& Marković, R. (2009). Reactions of ortho-substituted α,α-dibromoacetophenones with nucleophiles: first examples of combined carbophilic and bromophilic attack on C-Br bonds.
Tetrahedron Letters
Pergamon-Elsevier Science Ltd, Oxford., 50(6), 700-703.
https://doi.org/10.1016/j.tetlet.2008.11.104
Tatar J, Baranac-Stojanović M, Stojanović M, Marković R. Reactions of ortho-substituted α,α-dibromoacetophenones with nucleophiles: first examples of combined carbophilic and bromophilic attack on C-Br bonds. Tetrahedron Letters. 2009;50(6):700-703
Tatar Jovana, Baranac-Stojanović Marija, Stojanović Milovan, Marković Rade, "Reactions of ortho-substituted α,α-dibromoacetophenones with nucleophiles: first examples of combined carbophilic and bromophilic attack on C-Br bonds" Tetrahedron Letters, 50, no. 6 (2009):700-703,
https://doi.org/10.1016/j.tetlet.2008.11.104 .
