Unusual mode of reactivity of 2-alkylidene-4-oxothiazolidine S-oxides under the Pummerer reaction conditions
Само за регистроване кориснике
2013
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
The reactivity of 2-alkylidene-4-oxothiazolidine S-oxides under the Pummerer reaction conditions, using Ac2O, TFAA, SOCl2 and SOBr2 as initiators, has been examined. Almost all reactions proceeded with absolute regioselectivity yielding alpha-substituted sulfides or vinyl-chloro derivatives. The mechanism for the formation of the latter products was postulated and proved experimentally.
Кључне речи:
Pummerer reaction / 2-Alkylidene-4-oxothiazolidine S-oxide / Regioselectivity / Density functional calculationsИзвор:
Tetrahedron, 2013, 69, 46, 9819-9825Издавач:
- Oxford : Pergamon-Elsevier Science Ltd
Финансирање / пројекти:
DOI: 10.1016/j.tet.2013.09.004
ISSN: 0040-4020
WoS: 000326768800035
Scopus: 2-s2.0-84885181662
Институција/група
IHTMTY - JOUR AU - Džambaski, Zdravko AU - Toljic, Dorde AU - Bondžić, Bojan AU - Marković, Rade AU - Baranac-Stojanović, Marija PY - 2013 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/1263 AB - The reactivity of 2-alkylidene-4-oxothiazolidine S-oxides under the Pummerer reaction conditions, using Ac2O, TFAA, SOCl2 and SOBr2 as initiators, has been examined. Almost all reactions proceeded with absolute regioselectivity yielding alpha-substituted sulfides or vinyl-chloro derivatives. The mechanism for the formation of the latter products was postulated and proved experimentally. PB - Oxford : Pergamon-Elsevier Science Ltd T2 - Tetrahedron T1 - Unusual mode of reactivity of 2-alkylidene-4-oxothiazolidine S-oxides under the Pummerer reaction conditions VL - 69 IS - 46 SP - 9819 EP - 9825 DO - 10.1016/j.tet.2013.09.004 ER -
@article{ author = "Džambaski, Zdravko and Toljic, Dorde and Bondžić, Bojan and Marković, Rade and Baranac-Stojanović, Marija", year = "2013", abstract = "The reactivity of 2-alkylidene-4-oxothiazolidine S-oxides under the Pummerer reaction conditions, using Ac2O, TFAA, SOCl2 and SOBr2 as initiators, has been examined. Almost all reactions proceeded with absolute regioselectivity yielding alpha-substituted sulfides or vinyl-chloro derivatives. The mechanism for the formation of the latter products was postulated and proved experimentally.", publisher = "Oxford : Pergamon-Elsevier Science Ltd", journal = "Tetrahedron", title = "Unusual mode of reactivity of 2-alkylidene-4-oxothiazolidine S-oxides under the Pummerer reaction conditions", volume = "69", number = "46", pages = "9819-9825", doi = "10.1016/j.tet.2013.09.004" }
Džambaski, Z., Toljic, D., Bondžić, B., Marković, R.,& Baranac-Stojanović, M.. (2013). Unusual mode of reactivity of 2-alkylidene-4-oxothiazolidine S-oxides under the Pummerer reaction conditions. in Tetrahedron Oxford : Pergamon-Elsevier Science Ltd., 69(46), 9819-9825. https://doi.org/10.1016/j.tet.2013.09.004
Džambaski Z, Toljic D, Bondžić B, Marković R, Baranac-Stojanović M. Unusual mode of reactivity of 2-alkylidene-4-oxothiazolidine S-oxides under the Pummerer reaction conditions. in Tetrahedron. 2013;69(46):9819-9825. doi:10.1016/j.tet.2013.09.004 .
Džambaski, Zdravko, Toljic, Dorde, Bondžić, Bojan, Marković, Rade, Baranac-Stojanović, Marija, "Unusual mode of reactivity of 2-alkylidene-4-oxothiazolidine S-oxides under the Pummerer reaction conditions" in Tetrahedron, 69, no. 46 (2013):9819-9825, https://doi.org/10.1016/j.tet.2013.09.004 . .