Au-I-Catalyzed Intramolecular Cyclization of 2-Alkenylphenyl Carbonyl Compounds: Exploring the Oxophilic Lewis Acidity of Au-I Species

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초록

A Au-I-catalyzed intramolecular cyclization reaction of 2-alkenylphenyl carbonyl compounds to afford a variety of indene, indenol, and indanone ring systems was developed. In this process, Au-I serves to activate the carbonyl group of beta-keto esters, aldehydes, and ketones, preferentially exhibiting oxophilicity in the presence of C-C multiple bonds. Furthermore, beta-keto esters could participate as the electrophilic partner in reactions with carbon nucleophile such as alkenes.

키워드

GoldCyclizationCarbonyl compoundsAlkenesFused-ring systemsACTIVATED METHYLENE-COMPOUNDSREGIOSELECTIVE SYNTHESISMOLECULAR-OXYGENGOLDINDENOLSDERIVATIVESINDANONESKETONESCYCLOISOMERIZATIONCIS-2,4-DIEN-1-ALS
제목
Au-I-Catalyzed Intramolecular Cyclization of 2-Alkenylphenyl Carbonyl Compounds: Exploring the Oxophilic Lewis Acidity of Au-I Species
저자
Jagdale, Arun R.Youn, So Won
DOI
10.1002/ejoc.201100113
발행일
2011-07
유형
Article
저널명
European Journal of Organic Chemistry
2011
20-21
페이지
3904 ~ 3910