Access to four-membered cyclic sulfinamides by energy transfer catalysis

• 成果类型: Article
• 署名作者: Zhai, Di; Williams, Benedict A.; Pantaine, Loic R. E.; Chen, Yiding; Willis, Michael C.
• 署名单位: University of Oxford
• 刊物名称: SCIENCE
• ISSN/ISSBN: 0036-8075; 1095-9203
• DOI: 10.1126/science.aec3158
• 发表日期: 2026-01-08
• 页码: 202-207
• 关键词: MAIN-GROUP THERMOCHEMISTRY; PATERNO-BUCHI REACTION; sulfur-dioxide; photocatalysis; isomerization; CYCLOADDITION; inactivation; conversion; mixtures; kinetics

摘要

Synthetic transformations that advance through excited states proceed by unconventional mechanistic pathways and deliver products not accessible using ground-state chemistry. The breadth of these synthetically valuable transformations is constrained by the range of molecules-and particularly the functional groups-that can deliver productive excited states, with most methods using the same functional groups that were defined more than 100 years ago. In this work, we show that N-silyl sulfinylamines can undergo synthetically useful excited-state reactivity accessed using energy transfer catalysts and visible light. We exploit these intermediates in reactions with alkenes to form four-membered cyclic sulfinamide products. The reactions are efficient and broad in scope, and the products are advanced to sulfonamides as well as four-membered cyclic sulfonimidamides.