Mn(OAc)(3)-Mediated Sulfonylation of Vinyl Azides Resulting in N-Unsubstituted Enaminosulfones
Publication type: Journal Article
Publication date: 2021-10-08
General Chemistry
Abstract
Mn(OAc)3‐mediated sulfonylation of vinyl azides with the use of sodium sulfinates was developed. As a result, N‐enaminosulfones are formed in high yields. The reaction proceeds through the generation of sulfonyl radical, its addition to the double bond of vinyl azide resulting in elimination of N2 molecule and formation of iminyl radical, which is converted on the final step to the desired product. One of the main features of the developed process is application of substoichiometric amount of Mn(OAc)3 due to participation of the generated iminyl radical in the oxidation of the starting sulfinate.
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Mulina O. M., Doronin M. M., Terent'ev A. O. Mn(OAc)(3)-Mediated Sulfonylation of Vinyl Azides Resulting in N-Unsubstituted Enaminosulfones // ChemistrySelect. 2021. Vol. 6. No. 38. pp. 10250-10252.
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Mulina O. M., Doronin M. M., Terent'ev A. O. Mn(OAc)(3)-Mediated Sulfonylation of Vinyl Azides Resulting in N-Unsubstituted Enaminosulfones // ChemistrySelect. 2021. Vol. 6. No. 38. pp. 10250-10252.
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TY - JOUR
DO - 10.1002/SLCT.202102372
UR - https://doi.org/10.1002/SLCT.202102372
TI - Mn(OAc)(3)-Mediated Sulfonylation of Vinyl Azides Resulting in N-Unsubstituted Enaminosulfones
T2 - ChemistrySelect
AU - Mulina, O M
AU - Doronin, Mikhail M
AU - Terent'ev, Alexander O.
PY - 2021
DA - 2021/10/08
PB - Wiley
SP - 10250-10252
IS - 38
VL - 6
SN - 2365-6549
ER -
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@article{2021_Mulina,
author = {O M Mulina and Mikhail M Doronin and Alexander O. Terent'ev},
title = {Mn(OAc)(3)-Mediated Sulfonylation of Vinyl Azides Resulting in N-Unsubstituted Enaminosulfones},
journal = {ChemistrySelect},
year = {2021},
volume = {6},
publisher = {Wiley},
month = {oct},
url = {https://doi.org/10.1002/SLCT.202102372},
number = {38},
pages = {10250--10252},
doi = {10.1002/SLCT.202102372}
}
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Mulina, O. M., et al. “Mn(OAc)(3)-Mediated Sulfonylation of Vinyl Azides Resulting in N-Unsubstituted Enaminosulfones.” ChemistrySelect, vol. 6, no. 38, Oct. 2021, pp. 10250-10252. https://doi.org/10.1002/SLCT.202102372.