학회 | 한국공업화학회 |
학술대회 | 2021년 가을 (11/03 ~ 11/05, 대구 엑스코(EXCO)) |
권호 | 25권 2호 |
발표분야 | [정밀화학] 정밀화학기술의 현재와 미래 |
제목 | A new cascade method for the synthesis of highly substituted arenes |
초록 | In undergraduate organic chemistry classes, we learn how to incorporate substituents onto aromatic compounds using classical electrophilic and nucleophilic aromatic substitution reactions. Seen in every organic chemistry textbook, substituted benzenes are core skeleton of a variety of biologically active pharmaceuticals and natural products, and thus elaboration of substituent patterns of arenes is still a vital research topic. We recently discovered that highly substituted arenes can be synthesized in a single step from “Gadget” divinyl carbinols by a cascade Claisen rearrangement, sulfoxide elimination, 6π electrocyclization, and auto oxidation sequence. Several bond forming and cleavage events are taking place in a single reaction vessel. We share ongoing efforts and mechanistic details in this talk. |
저자 | 권용훈, Hyewon Jang, Jeongyeon Hwang |
소속 | Seoul National Univ. |
키워드 | Benzannulation; Iterative synthesis; Pericyclic reaction; Claisen rearrangement; Cascade reaction |