Department of Chemistry & Chemical Biology, Indiana University-Purdue University Indianapolis, Indianapolis, Indiana 46202, United States.
Org Lett. 2022 Jul 1;24(25):4524-4529. doi: 10.1021/acs.orglett.2c01505. Epub 2022 Jun 21.
A photoinduced, iron(III) chloride-catalyzed C-H activation of -methyl amides and ethers leads to the formation of C-S and C-Se bonds via a ligand-to-metal charge transfer (LMCT) process. This methodology converts secondary and tertiary amides, sulfonamides, and carbamates into the corresponding amido--acetal derivatives in good yields. Mechanistic work revealed that this transformation proceeds through a hydrogen atom transfer (HAT) involving chlorine radical intermediates.
光照诱导、三氯化铁催化的 -甲基酰胺和醚的 C-H 活化通过配体到金属电荷转移(LMCT)过程形成 C-S 和 C-Se 键。该方法将仲酰胺、叔酰胺、磺酰胺和氨基甲酸酯转化为相应的酰胺缩醛衍生物,产率良好。机理研究表明,该转化通过涉及氯自由基中间体的氢原子转移(HAT)进行。