钯催化多米诺 Heck/磺化反应：使用 1,4-二氮杂双环[2.2.2]辛烷-双（二氧化硫）合成磺酰化杂环和碳环骨架
Palladium-Catalyzed Domino Heck/Sulfination: Synthesis of Sulfonylated Hetero- and Carbocyclic Scaffolds Using DABCO-Bis(sulfur dioxide).
作者信息
Bajohr Jonathan, Diallo Abdoul G, Whyte Andrew, Gaillard Sylvain, Renaud Jean-Luc, Lautens Mark
机构信息
Davenport Research Laboratories, Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, Ontario M5S 3H6, Canada.
Normandie Univ., LCMT, ENSICAEN, UNICAEN, CNRS, 14000 Caen, France.
出版信息
Org Lett. 2021 Apr 2;23(7):2797-2801. doi: 10.1021/acs.orglett.1c00716. Epub 2021 Mar 15.
The synthesis of a broad variety of hetero- and carbocyclic scaffolds via a Pd-catalyzed domino Heck/SO insertion reaction is reported. This reaction utilizes DABSO, a safe and easy-to-handle alternative to SO gas. The reaction proceeds through a sulfinate intermediate, which can act as a lynchpin for the generation of sulfones, sulfonamides, and sulfonyl fluorides. Good yields and scalability are demonstrated.
报道了通过钯催化的多米诺 Heck/SO 插入反应合成多种杂环和碳环骨架。该反应使用 DABSO，它是 SO 气体的一种安全且易于处理的替代品。反应通过亚磺酸盐中间体进行，该中间体可作为生成砜、磺酰胺和磺酰氟的关键环节。展示了良好的产率和可扩展性。
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