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Hypervalent iodine compounds for anti-Markovnikov-type iodo-oxyimidation of vinylarenes Научная публикация

Журнал Beilstein Journal of Organic Chemistry
ISSN: 2195-951X , E-ISSN: 1860-5397
Вых. Данные Год: 2018, Том: 14, Страницы: 2146-2155 Страниц : 10 DOI: 10.3762/bjoc.14.188
Авторы Krylov Igor B. 1,2 , Paveliev Stanislav A. 1 , Syroeshkin Mikhail A. 1 , Korlyukov Alexander A. 3,4 , Dorovatovskii Pavel V. 5 , Zubavichus Yan V. 5 , Nikishin Gennady I. 1 , Terent’ev Alexander O. 1,2
Организации
1 Institute of Organic Chemistry of the Russian Academy of Sciences, 47 Leninsky prosp., 119991 Moscow, Russian Federation,
2 All-Russian Research Institute for Phytopathology, 143050 B. Vyazyomy, Moscow Region, Russian Federation,
3 Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Vavilov str., 28, 119991 Moscow, Russian Federation,
4 Pirogov Russian National Research Medical University, Ostrovitianov str., 1, 117997 Moscow, Russian Federation and
5 National Research Center "Kurchatov Institute", Akademika Kurchatova pl., 1, 123182 Moscow, Russian Federation

Реферат: The iodo-oxyimidation of styrenes with the N-hydroxyimide/I2/hypervalent iodine oxidant system was proposed. Among the examined hypervalent iodine oxidants (PIDA, PIFA, IBX, DMP) PhI(OAc)2 proved to be the most effective; yields of iodo-oxyimides are 34–91%. A plausible reaction pathway includes the addition of an imide-N-oxyl radical to the double C=C bond and trapping of the resultant benzylic radical by iodine. It was shown that the iodine atom in the prepared iodo-oxyimides can be substituted by various nucleophiles.
Библиографическая ссылка: Krylov I.B. , Paveliev S.A. , Syroeshkin M.A. , Korlyukov A.A. , Dorovatovskii P.V. , Zubavichus Y.V. , Nikishin G.I. , Terent’ev A.O.
Hypervalent iodine compounds for anti-Markovnikov-type iodo-oxyimidation of vinylarenes
Beilstein Journal of Organic Chemistry. 2018. V.14. P.2146-2155. DOI: 10.3762/bjoc.14.188 WOS Scopus OpenAlex
Идентификаторы БД:
Web of science: WOS:000441824800001
Scopus: 2-s2.0-85052236684
OpenAlex: W2886173172
Цитирование в БД:
БД Цитирований
OpenAlex 20
Scopus 21
Web of science 20
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