Open Access
Divergent reactivity of divinylsilanes toward sulfonamides in different oxidative systems
3
Siberian Division of Russian Academy of Sciences
4
664033 Irkutsk
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5
Russia
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Publication type: Journal Article
Publication date: 2020-11-06
scimago Q1
wos Q2
SJR: 0.777
CiteScore: 7.6
Impact factor: 4.6
ISSN: 20462069
PubMed ID:
35520841
General Chemistry
General Chemical Engineering
Abstract
Oxidative sulfonamidation of divinylsilanes with various sulfonamides in different solvents is reported. With t-BuOI as an oxidant, halogenation is the main process, whereas aziridines are the minor products. With NBS in CH2Cl2 the products of bromination or bromosulfonamidation were obtained, whereas in MeCN or THF the Ritter-type solvent interception products are formed. The obtained bromosulfonamidation products undergo base-induced cyclization to various heterocycles, including imidazolines, 1,4-oxazocanes, or Si,N-containing heterocycles of a new type, 1,3,5-diazasilinanes, in up to quantitative yield.
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15
Total citations:
15
Citations from 2024:
5
(33.33%)
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MLA
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GOST
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Moskalik M. Yu. et al. Divergent reactivity of divinylsilanes toward sulfonamides in different oxidative systems // RSC Advances. 2020. Vol. 10. No. 66. pp. 40514-40528.
GOST all authors (up to 50)
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Moskalik M. Yu., Astakhova V. V., Shainyan B. A. Divergent reactivity of divinylsilanes toward sulfonamides in different oxidative systems // RSC Advances. 2020. Vol. 10. No. 66. pp. 40514-40528.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1039/d0ra07469a
UR - https://xlink.rsc.org/?DOI=D0RA07469A
TI - Divergent reactivity of divinylsilanes toward sulfonamides in different oxidative systems
T2 - RSC Advances
AU - Moskalik, Mikhail Yu
AU - Astakhova, V V
AU - Shainyan, Bagrat A.
PY - 2020
DA - 2020/11/06
PB - Royal Society of Chemistry (RSC)
SP - 40514-40528
IS - 66
VL - 10
PMID - 35520841
SN - 2046-2069
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2020_Moskalik,
author = {Mikhail Yu Moskalik and V V Astakhova and Bagrat A. Shainyan},
title = {Divergent reactivity of divinylsilanes toward sulfonamides in different oxidative systems},
journal = {RSC Advances},
year = {2020},
volume = {10},
publisher = {Royal Society of Chemistry (RSC)},
month = {nov},
url = {https://xlink.rsc.org/?DOI=D0RA07469A},
number = {66},
pages = {40514--40528},
doi = {10.1039/d0ra07469a}
}
Cite this
MLA
Copy
Moskalik, Mikhail Yu., et al. “Divergent reactivity of divinylsilanes toward sulfonamides in different oxidative systems.” RSC Advances, vol. 10, no. 66, Nov. 2020, pp. 40514-40528. https://xlink.rsc.org/?DOI=D0RA07469A.