在温和条件下使用 NHC-Au 催化剂选择性合成邻位取代二芳基砜。
Selective Synthesis of ortho-Substituted Diarylsulfones by Using NHC-Au Catalysts under Mild Conditions.
机构信息
Shanghai Key Laboratory of Molecular Catalysis and Innovative Materials, Department of Chemistry , Fudan University , 2205 Songhu Road , Shanghai 200438 , China.
School of Chemistry, Biology and Material Science , East China University of Technology , Nanchang 330013 , China.
出版信息
Org Lett. 2019 Feb 15;21(4):974-979. doi: 10.1021/acs.orglett.8b03957. Epub 2019 Jan 31.
A single-step gold(I)-catalyzed chemoselective protocol to access ortho-substituted diarylsulfones has been established. Acenaphthoimidazolylidene gold complexes are effective catalysts for the arylsulfonylation of boronic acids by potassium metabisulfite (KSO) and diaryliodonium salts to access (poly-) ortho-substituted diarylsulfones even in gram scale. Unlike the transition metal-catalyzed two-component coupling systems, the sterically hindered aryl groups in diaryliodonium salts are preferentially transferred over less bulky ones to form synthetically difficult targets, including those of pharmaceutical importance.
已经建立了一种单步金（I）催化的选择性化学方法，用于合成邻位取代的二芳基砜。吖萘并咪唑啉金配合物是通过亚硫酸氢钾（KSO）和二芳基碘鎓盐将硼酸进行芳基磺酰化反应的有效催化剂，即使在克级规模下也能得到（多）邻位取代的二芳基砜。与过渡金属催化的二组分偶联体系不同，二芳基碘鎓盐中空间位阻较大的芳基优先于较小的芳基转移，从而形成合成难度较大的目标化合物，包括具有药物重要性的目标化合物。
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