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One-pot synthesis of 5-phenylsulfonyl-3-aroylisoxazolines and 3-aroylisoxazoles from alkynes and (phenylsulfonyl)ethene

Liang Wang 1
Liang Wang
, 
Nana Zhang 2
Nana Zhang
1 School of Chemical and Pharmaceutical Engineering, Changzhou Vocational Institute of Engineering, Changzhou, P.R. China
2 Division of General Studies, Changzhou Vocational Institute of Engineering, Changzhou, P.R. China
10.1016/j.mencom.2021.04.036
Published 2021-04-28
Communication , Volume 31, Issue 3, 390-392
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Wang L., Zhang N. One-pot synthesis of 5-phenylsulfonyl-3-aroylisoxazolines and 3-aroylisoxazoles from alkynes and (phenylsulfonyl)ethene // Mendeleev Communications. 2021. Vol. 31. No. 3. pp. 390-392.
GOST all authors (up to 50) Copy
Wang L., Zhang N. One-pot synthesis of 5-phenylsulfonyl-3-aroylisoxazolines and 3-aroylisoxazoles from alkynes and (phenylsulfonyl)ethene // Mendeleev Communications. 2021. Vol. 31. No. 3. pp. 390-392.
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TY - JOUR
DO - 10.1016/j.mencom.2021.04.036
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.04.036
TI - One-pot synthesis of 5-phenylsulfonyl-3-aroylisoxazolines and 3-aroylisoxazoles from alkynes and (phenylsulfonyl)ethene
T2 - Mendeleev Communications
AU - Wang, Liang
AU - Zhang, Nana
PY - 2021
DA - 2021/04/28
PB - Mendeleev Communications
SP - 390-392
IS - 3
VL - 31
ER -
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@article{2021_Wang,
author = {Liang Wang and Nana Zhang},
title = {One-pot synthesis of 5-phenylsulfonyl-3-aroylisoxazolines and 3-aroylisoxazoles from alkynes and (phenylsulfonyl)ethene},
journal = {Mendeleev Communications},
year = {2021},
volume = {31},
publisher = {Mendeleev Communications},
month = {Apr},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.04.036},
number = {3},
pages = {390--392},
doi = {10.1016/j.mencom.2021.04.036}
}
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Wang, Liang, and Nana Zhang. “One-pot synthesis of 5-phenylsulfonyl-3-aroylisoxazolines and 3-aroylisoxazoles from alkynes and (phenylsulfonyl)ethene.” Mendeleev Communications, vol. 31, no. 3, Apr. 2021, pp. 390-392. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.04.036.

Keywords

1,3-dipolar cycloaddition
alkynes
iron nitrate
isoxazoles
isoxazolines
nitration

Abstract

Iron(III) nitrate-assisted cycloaddition of (phenylsulfonyl)ethene to arylacetylenes in the presence of KI affords 5-phenylsulfonyl-3-aroylisoxazolines whose treatment with K2CO3 provides 4,5-unsubstituted 3-aroylisoxazoles. Both synthetic steps can be performed in a one-pot manner.

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