Palladium-Catalyzed Cross-Coupling Reaction and Gold-Catalyzed Cyclization for Preparation of Ethyl 2-Aryl 2,3-Alkadienoates and α-Aryl γ-Butenolides

Mo, Juntae; Hwang, Hoon; Lee, Phil Ho

doi:10.5012/bkcs.2011.32.8.2911

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Palladium-Catalyzed Cross-Coupling Reaction and Gold-Catalyzed Cyclization for Preparation of Ethyl 2-Aryl 2,3-Alkadienoates and α-Aryl γ-Butenolides

Mo, Juntae;
Hwang, Hoon;
Lee, Phil Ho

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WEB OF SCIENCE

7

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SCOPUS

7

초록

Efficient synthetic method for the preparation of ethyl 2-aryl-2,3-alkadienoates through Pd-catalyzed selective allenyl cross-coupling reactions of aryl iodides with organoindiums generated in situ from indium and ethyl 4-bromo-2-alkynoate was developed. The cyclization reaction of ethyl 2-aryl-2,3-alkadienoates catalyzed by AuCl3 and AgOTf in the presence of AcOH or TfOH produced various alpha-aryl gamma-butenolides or 7-substituted alpha-aryl gamma-butenolides.

키워드

Palladium; Gold; Indium; Cross-coupling reaction; Cyclization; REGIOSELECTIVE ADDITION-REACTIONS; MEDIATED SELECTIVE INTRODUCTION; EFFICIENT SYNTHETIC METHOD; DIELS-ALDER REACTIONS; GENERATED IN-SITU; SILYL ENOL ETHERS; ONE-POT; ALPHA,BETA-UNSATURATED KETONES; CYCLOPENTENE ANNULATION; ORGANOINDIUM REAGENTS

제목: Palladium-Catalyzed Cross-Coupling Reaction and Gold-Catalyzed Cyclization for Preparation of Ethyl 2-Aryl 2,3-Alkadienoates and α-Aryl γ-Butenolides

저자: Mo, Juntae; Hwang, Hoon; Lee, Phil Ho

DOI: 10.5012/bkcs.2011.32.8.2911

발행일: 2011-08-20

유형: Article

저널명: Bulletin of the Korean Chemical Society

권: 32

호: 8

페이지: 2911 ~ 2915