State Key Laboratory of Materials-Oriented Chemical Engineering, College of Chemical Engineering, Nanjing Tech University, Nanjing, Jiangsu 210009, China.
School of Pharmaceutical and Materials Engineering and Institute for Advanced Studies, Taizhou University, 1139 Shifu Avenue, Taizhou, Zhejiang 318000, China.
Org Lett. 2023 Apr 28;25(16):2883-2888. doi: 10.1021/acs.orglett.3c00868. Epub 2023 Apr 13.
A direct C(sp)-H sulfinylation reaction of alkanes with sulfinyl sulfones via decatungstate photocatalysis is reported. The sulfinyl sulfones generated in situ from sulfinates in the presence of an acylating reagent were able to trap the alkyl radicals that were produced via the photoinduced direct hydrogen atom transfer of alkanes, leading to a range of sulfoxides. This radical sulfinylation process provides an efficient and concise method for the synthesis of sulfoxides from abundant alkanes under mild conditions. Using the same strategy, aldehydes can also be transferred to the corresponding sulfoxides via decarbonylative sulfinylation.
本文报道了一种通过 decatungstate 光催化实现的烷烃与亚磺酰砜的直接 C(sp3)-H 亚磺酰化反应。在酰化试剂存在下，亚磺酸盐原位生成的亚磺酰砜能够捕获通过烷烃的光诱导直接氢原子转移产生的烷基自由基，从而得到一系列的亚砜。这种自由基亚磺酰化过程为在温和条件下从丰富的烷烃高效、简洁地合成亚砜提供了一种新方法。利用相同的策略，醛也可以通过脱羰亚磺酰化转化为相应的亚砜。
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