Tian Lin, Chen Pu, Ji Xiaochen, Deng Guo-Jun, Huang Huawen
Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, College of Chemistry, Xiangtan University, Xiangtan, Hunan 411105, China.
Org Lett. 2025 Jan 10;27(1):455-461. doi: 10.1021/acs.orglett.4c04484. Epub 2024 Dec 18.
We herein report a photochemical Truce-Smiles rearrangement reaction of -sulfinyl acrylamides with bromodifluoroacetamides resulting in the synthesis of a series of aryl difluoroglutaramides in moderate to good yields. The asymmetric synthesis using chiral sulfinamides produced quaternary carboncentered glutaramide products with a modest enantioselectivity. This protocol effectively complements previous Truce-Smiles rearrangement methods involving -sulfonyl acrylamides.
我们在此报告了一种光化学Truce-Smiles重排反应，即亚磺酰基丙烯酰胺与溴二氟乙酰胺反应，以中等至良好的产率合成了一系列芳基二氟戊二酰胺。使用手性亚磺酰胺的不对称合成产生了具有适度对映选择性的季碳中心戊二酰胺产物。该方法有效地补充了先前涉及亚磺酰基丙烯酰胺的Truce-Smiles重排方法。
