Mixed iodonium-, phosphonium-, arsonium-, sulfoniumdiazonium ylides in reactions with nucleophiles
- Authors: Podrugina T.A.1, Pavlova A.S.1, Vinogradov D.S.1, Shuvalov M.V.1, Potapov I.D.1, Levina I.I.2, Mironov A.V.1, Gleiter R.3
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Affiliations:
- Department of Chemistry, Lomonosov Moscow State University
- N. M. Emanuel Institute of Biochemical Physics, Russian Academy of Sciences
- Institute of Organic Chemistry of the Heidelberg University
- Issue: Vol 68, No 2 (2019)
- Pages: 284-292
- Section: Full Articles
- URL: https://journals.rcsi.science/1066-5285/article/view/243245
- DOI: https://doi.org/10.1007/s11172-019-2384-8
- ID: 243245
Cite item
Abstract
The reactions of mixed ylides containing a diazonium fragment and an "onium" group of different nature with nucleophiles were studied. In the iodonium-diazonium and sulfoniumdiazonium ylide, the nucleophile first of all substitutes the iodonium and sulfonium group. A series of hetaryl-substituted phosphazines was obtained by a one-pot process of nucleophilic substitution in a diazonium-iodonium ylide with subsequent nucleophilic addition of triarylphosphine at the diazo group.
About the authors
T. A. Podrugina
Department of Chemistry, Lomonosov Moscow State University
Author for correspondence.
Email: podrugina@mail.ru
Russian Federation, Build. 3, 1 Leninskie Gory, Moscow, 119991
A. S. Pavlova
Department of Chemistry, Lomonosov Moscow State University
Email: podrugina@mail.ru
Russian Federation, Build. 3, 1 Leninskie Gory, Moscow, 119991
D. S. Vinogradov
Department of Chemistry, Lomonosov Moscow State University
Email: podrugina@mail.ru
Russian Federation, Build. 3, 1 Leninskie Gory, Moscow, 119991
M. V. Shuvalov
Department of Chemistry, Lomonosov Moscow State University
Email: podrugina@mail.ru
Russian Federation, Build. 3, 1 Leninskie Gory, Moscow, 119991
I. D. Potapov
Department of Chemistry, Lomonosov Moscow State University
Email: podrugina@mail.ru
Russian Federation, Build. 3, 1 Leninskie Gory, Moscow, 119991
I. I. Levina
N. M. Emanuel Institute of Biochemical Physics, Russian Academy of Sciences
Email: podrugina@mail.ru
Russian Federation, 4 ul. Kosygina, Moscow, 119991
A. V. Mironov
Department of Chemistry, Lomonosov Moscow State University
Email: podrugina@mail.ru
Russian Federation, Build. 3, 1 Leninskie Gory, Moscow, 119991
R. Gleiter
Institute of Organic Chemistry of the Heidelberg University
Email: podrugina@mail.ru
Germany, Heidelberg, 270 D-69120