Palladium(II)-Catalyzed Synthesis of Sulfinates from Boronic Acids and DABSO: A Redox-Neutral, Phosphine-Free Transformation.
Palladium(II)-Catalyzed Synthesis of Sulfinates from Boronic Acids and DABSO: A Redox-Neutral, Phosphine-Free Transformation.
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DOI：
10.1002/anie.201508370
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发表时间：
2016-01-11
期刊：
影响因子：
--
通讯作者：
Willis MC
中科院分区：
文献类型：
--
作者：
Deeming AS;Russell CJ;Willis MC
已经实现了氧化还原中性钯（II）催化的芳基、杂芳基和烯基硼酸转化为亚磺酸酯中间体，并进一步转化为砜和磺酰胺。简单的Pd（OAc）2催化剂与二氧化硫替代物1，4-二氮杂双环[2.2.2]辛烷双（二氧化硫）（DABSO）组合足以实现硼酸向相应亚磺酸酯的快速且高产率的转化。添加C-或N-基亲电试剂，然后允许在一锅两步法中分别转化为砜和磺酰胺。
A redox‐neutral palladium(II)‐catalyzed conversion of aryl, heteroaryl, and alkenyl boronic acids into sulfinate intermediates, and onwards to sulfones and sulfonamides, has been realized. A simple Pd(OAc)2 catalyst, in combination with the sulfur dioxide surrogate 1,4‐diazabicyclo[2.2.2]octane bis(sulfur dioxide) (DABSO), is sufficient to achieve rapid and high‐yielding conversion of the boronic acids into the corresponding sulfinates. Addition of C‐ or N‐based electrophiles then allows conversion into sulfones and sulfonamides, respectively, in a one‐pot, two‐step process.