Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
When periphery matters : Enhanced reactivity of 8-oxa-1,4-dithiaspiro[4.5]decane-7,9-dione and 9-oxa-1,5-dithiaspiro[5.5]undecane-8,10-dione in the Castagnoli-Cushman reaction with imines. / Rashevskii, Artem; Bakulina, Olga; Novikov, Mikhail S.; Dar'in, Dmitry; Krasavin, Mikhail.
в: Tetrahedron Letters, Том 61, № 52, 152658, 24.12.2020.Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
}
TY - JOUR
T1 - When periphery matters
T2 - Enhanced reactivity of 8-oxa-1,4-dithiaspiro[4.5]decane-7,9-dione and 9-oxa-1,5-dithiaspiro[5.5]undecane-8,10-dione in the Castagnoli-Cushman reaction with imines
AU - Rashevskii, Artem
AU - Bakulina, Olga
AU - Novikov, Mikhail S.
AU - Dar'in, Dmitry
AU - Krasavin, Mikhail
N1 - Funding Information: This research was supported by the Russian Foundation for Basic Research (project grant 18-33-20194). We thank the Research Center for Magnetic Resonance, the Center for Chemical Analysis and Materials Research, the Center for Applied aerodynamics, the Computing Center and the Center for X-ray Diffraction Methods of Saint Petersburg State University Research Park for obtaining the analytical data and performing quantum chemical calculations. Publisher Copyright: © 2020 Elsevier Ltd Copyright: Copyright 2020 Elsevier B.V., All rights reserved.
PY - 2020/12/24
Y1 - 2020/12/24
N2 - 8-Oxa-1,4-dithiaspiro[4.5]decane-7,9-dione and 9-oxa-1,5-dithiaspiro[5.5]undecane-8,10-dione, cyclic anhydrides formed in situ from the respective dicarboxylic acids in the presence of acetic anhydride, possess an enhanced reactivity and display a broad substrate scope in the Castagnoli-Cushman reaction with imines.
AB - 8-Oxa-1,4-dithiaspiro[4.5]decane-7,9-dione and 9-oxa-1,5-dithiaspiro[5.5]undecane-8,10-dione, cyclic anhydrides formed in situ from the respective dicarboxylic acids in the presence of acetic anhydride, possess an enhanced reactivity and display a broad substrate scope in the Castagnoli-Cushman reaction with imines.
KW - Castagnoli-Cushman reaction
KW - Cyclic anhydride
KW - Dicarboxylic acids
KW - Enol form
KW - In situ cyclodehydration
KW - Sulfur atom vacant d-orbitals
UR - http://www.scopus.com/inward/record.url?scp=85096832311&partnerID=8YFLogxK
UR - https://www.mendeley.com/catalogue/a61175b9-d8b9-35d0-8a49-7d5451fb6cb9/
U2 - 10.1016/j.tetlet.2020.152658
DO - 10.1016/j.tetlet.2020.152658
M3 - Article
AN - SCOPUS:85096832311
VL - 61
JO - Tetrahedron Letters
JF - Tetrahedron Letters
SN - 0040-4039
IS - 52
M1 - 152658
ER -
ID: 71395306