Pd(II)/Cu(II)-Catalyzed Regio- and Stereoselective Synthesis of (E)-3-Arylmethyleneisoindolin-1-ones Using Air as the Terminal Oxidant

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초록

Regio- and stereoselective synthesis of (E)-3-arylmethyleneisoindolin-1-ones via Pd(II)/Cu(II)-catalyzed one pot C-C/C-N bond forming sequence between amides and styrenes is reported. This method provides facile and rapid access to a diverse range of such compounds using readily available starting materials under mild aerobic conditions with good functional group tolerance and high selectivity and efficiency. Further elaboration of the products obtained from this process enabled very short and efficient syntheses of aristolactam and indoloisoquinolinone alkaloids.

키워드

ONE-POT SYNTHESIS; C-H ACTIVATION; POSSESSING INHIBITORY-ACTIVITY; MIYAURA DOMINO REACTIONS; ALIPHATIC AMIDES; HIGHLY REGIO; INTRAMOLECULAR CYCLIZATION; REGIOSELECTIVE SYNTHESIS; OXIDATIVE OLEFINATION; CATALYZED ANNULATION
제목
Pd(II)/Cu(II)-Catalyzed Regio- and Stereoselective Synthesis of (E)-3-Arylmethyleneisoindolin-1-ones Using Air as the Terminal Oxidant
저자
Youn, So Won; Ko, Tae Yun; Kim, Young Ho; Kim, Yun Ah
DOI
10.1021/acs.orglett.8b03409
발행일
2018-12
유형
Article
저널명
Organic Letters
권
20
호
24
페이지
7869 ~ 7874