School of Chemistry and Environmental Engineering, Wuhan Institute of Technology , Wuhan 430073, P. R. China.
The Department of Chemistry, University of South Florida , 4202 E. Fowler Avenue, Tampa, Florida 33620, United States.
J Org Chem. 2018 Feb 16;83(4):1772-1778. doi: 10.1021/acs.joc.7b02595. Epub 2018 Feb 5.
A metal-free, open-flask protocol was developed for the preparation of allylic sulfones through direct condensation of sodium arylsulfinates and β,β-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 C═C bonds toward the sulfonyl radical addition. As a result, allylic sulfones were prepared in excellent yields with a broad substrate scope under mild conditions.
开发了一种无金属、开瓶式的方法，通过芳基磺酸钠盐和β,β-二取代硝烯的直接缩合反应来制备烯丙基砜。这个过程的关键步骤是路易斯碱促进硝烯和烯丙基硝基化合物之间的平衡。通过这个过程，易得的共轭硝烯可以很容易地转化为烯丙基硝基化合物，它们含有更活泼的 C═C 键，有利于磺酰基自由基的加成。因此，在温和的条件下，烯丙基砜以优异的产率和广泛的底物范围得到了制备。
