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Synthesis of Sulfones via Ru(II)-Catalyzed Sulfination of Boronic Acids
The Journal of Organic Chemistry ( IF 3.6 ) Pub Date : 2020-03-26 , DOI: 10.1021/acs.joc.9b03403
Krista Gulbe 1 , Ma̅ris Turks 1
Affiliation  

Ruthenium(II) complexes catalyze the insertion of sulfur dioxide into (het)aryl and alkenyl boronic acids. The transmetalation–sulfination process proceeds with DABSO in the presence of 5 mol % RuCl2(PPh3)3 in methanol at 100 °C. The intermediate sulfinate salt can be quenched with various electrophiles such as alkyl halides, epoxides, Michael acceptors, and λ3-iodanes in moderate to good yields. The reported sulfone synthesis can be performed either as a direct one-pot or one-pot two-step procedure depending on the reactivity of the electrophile.

中文翻译:

砜的合成经由钌(II)硼酸类的催化的亚磺化

钌(II)配合物催化二氧化硫插入(杂)芳基和烯基硼酸中。在5 °C的RuCl 2(PPh 33在100°C的甲醇中,DABSO进行了金属转移-硫化过程。中间亚磺酸盐可以与各种亲电猝灭如烷基卤,环氧化物,迈克尔受体,和λ 3 -iodanes在中度至良好的产率。所报告的砜合成可根据亲电试剂的反应性,以直接一锅法或一锅两步法进行。
更新日期:2020-04-24
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