Allylic C-S Bond Construction through Metal-Free Direct Nitroalkene Sulfonation.
J Org Chem
; 83(4): 1772-1778, 2018 02 16.
Article
em En
| MEDLINE
| ID: mdl-29355324
ABSTRACT
A metal-free, open-flask protocol was developed for the preparation of allylic sulfones through direct condensation of sodium arylsulfinates and ß,ß-disubstituted nitroalkenes. The key step of this process was the Lewis base-promoted equilibrium between nitroalkenes and allylic nitro compounds. Through this process, the readily available conjugated nitroalkenes can be easily converted into allylic nitro compounds, which contain more reactive CâC bonds toward the sulfonyl radical addition. As a result, allylic sulfones were prepared in excellent yields with a broad substrate scope under mild conditions.
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01-internacional
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MEDLINE
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En
Ano de publicação:
2018
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Article