One-Pot Sequential N-Heterocyclic Carbene/Rhodium(III) Catalysis: Synthesis of Fused Polycyclic Isocoumarins

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초록

A one-pot sequential N-heterocyclic carbene-rhodium (NHC-Rh) catalysis is described, demonstrating the compatibility of NHC and Rh catalysts. N-Heterocyclic carbene-catalyzed aerobic oxidation of benzaldehydes and subsequent rhodium(III)-catalyzed oxidative coupling/ annulation with multiple bonds enabled the formation of two C-O bonds and one C-C bond in a single pot. This operationally easy, one-pot protocol under air provides access to a diverse array of valuable fused polycyclic isocoumarins.

키워드

benzo-fused lactones; C-H activation; one-pot sequential catalysis; organocatalysis; rhodium catalysis; C-H ACTIVATION; HECK-TYPE REACTION; OXIDATIVE CYCLIZATION; BENZOIC-ACIDS; DIRECTING GROUP; DUAL CATALYSIS; 3-SUBSTITUTED PHTHALIDES; REGIOSELECTIVE SYNTHESIS; EFFICIENT SYNTHESIS; AROMATIC-ALDEHYDES
제목
One-Pot Sequential N-Heterocyclic Carbene/Rhodium(III) Catalysis: Synthesis of Fused Polycyclic Isocoumarins
저자
Youn, So Won; Yoo, Huen Ji
DOI
10.1002/adsc.201700072
발행일
2017-07
유형
Article
저널명
Journal für Praktische Chemie
권
359
호
13
페이지
2176 ~ 2183