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  • 09월 20일 16시 이후 : 초록수정 불가능, 일정확인 및 검색만 가능

제126회 대한화학회 학술발표회 및 총회 Iron-Catalyzed [4+2] Cycloaddition Reactions of Tertiary Anilines with Electron-Rich Olefins under Aerobic Condition

등록일
2020년 9월 17일 15시 29분 46초
접수번호
1161
발표코드
ORGN.P-409 이곳을 클릭하시면 발표코드에 대한 설명을 보실 수 있습니다.
발표시간
10월 21일(수) 17:30~18:00
발표형식
포스터
발표분야
Organic Chemistry
저자 및
공동저자
Duyong Park, Joon Young Hwang1, Eun Joo Kang1,*
Department of Chemistry, Kyung Hee University, Korea
1Department of Applied Chemistry, Kyung Hee University, Korea

Oxidative transformation of tertiary amines generates nucleophilic α-aminoalkyl radical, which can be oxidized to electrophilic iminium ion by single-electron oxidation process with transition metal catalysts (Ru, Ir, Ni, and Cu). Iminium ion can react with nucleophilic reaction partners such as indole, nitromethane, phenylacetylene, and enamide. In 2016, Guan group reported dehydrogenative [4+2] cycloaddition reaction of tertiary anilines with enamides by FeCl3 and tert-butyl hydrogenperoxide (TBHP) catalytic system for the synthesis of tetrahydroquinolines with quaternary carbon centers. However, it is important to develop methodology having green chemical reaction condition. Recently, our research group reported redox-selective α-amino functionalization with electron-deficient olefins by aerobic catalytic system of [Fe(phen)3(PF6)3] complex. Herein, we report α-amino functionalization of tertiary anilines with electron-rich olefins using iron polypyridyl complex under aerobic condition. This research presents a broad range of product from simple tetrahydroquinolines to complex skeletons such as julolidine, phenothiazine derivatives.


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