Synthesis of 2-Arylquinolines from 2-Iodoanilines and beta-Chloropropiophenones via Palladium-Catalyzed Cascade Reaction

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초록

A protocol to access 2-aryl-substituted quinolines from readily available 2-iodoanilines and beta-chloropropiophenones, which are synthetic equivalents of acrylophenones, has been developed via the palladium-catalyzed cascade reaction. Various 2-iodoanilines and beta-chloropropiophenones were applicable to this protocol to afford the desired quinoline products in good to high yields. Moreover, we demonstrated the usefulness of this protocol in direct synthesis of chloride-bridged dimeric iridium complexes, one of the key intermediates in the synthesis of iridium-based phosphorous materials, without the complete isolation of the quinolines.

키워드

2-ArylquinolinesPalladiumLigand freeCascade reactionbeta-ChloropropiophenoneHECK REACTIONREGIOSELECTIVE SYNTHESISSUBSTITUTED QUINOLINESALCOHOLSISOMERIZATIONDERIVATIVESCYCLIZATIONARYLATIONALKYNESAMINES
제목
Synthesis of 2-Arylquinolines from 2-Iodoanilines and beta-Chloropropiophenones via Palladium-Catalyzed Cascade Reaction
저자
Yoon, JooyeonCheon, Cheol-Hong
DOI
10.1002/ajoc.201900290
발행일
2019-09
유형
Article
저널명
Asian Journal of Organic Chemistry
8
9
페이지
1631 ~ 1636