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Volumn 16, Issue 39, 2010, Pages 11813-11817

One-pot tandem catalysis: A concise route to fused bicyclic scaffolds from acyclic β-ketoesters and alkynyl aldehydes

Author keywords

bicyclic compounds; domino reactions; ene reaction; Nazarov cyclization; one pot reactions; tandem catalysis

Indexed keywords

BICYCLIC COMPOUNDS; DOMINO REACTIONS; ENE REACTION; NAZAROV CYCLIZATION; ONE-POT REACTION; TANDEM CATALYSIS;

EID: 78249279645     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201001729     Document Type: Article
Times cited : (32)

References (82)
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    • The reaction of 3m gave the normal product 5m in 42% yield, along with a 28% yield of 5m′.
    • The reaction of 3m gave the normal product 5m in 42% yield, along with a 28% yield of 5m′.
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    • If the reaction of 3o was quenched after 1 h, a 10% yield of 5o could be obtained, along with a 45% yield of isomer 5o′ and 10% of 3o was recovered.
    • If the reaction of 3o was quenched after 1 h, a 10% yield of 5o could be obtained, along with a 45% yield of isomer 5o′ and 10% of 3o was recovered.
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    • A 15% yield of decarboxylation product 4r′ was produced.
    • A 15% yield of decarboxylation product 4r′ was produced.
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    • An alternative stepwise strategy for the synthesis of 5a was also tested. However, after many attempts, the Sonogashira coupling of 6a with phenyl acetylene failed under various commonly used conditions. These results indicate that our present one-pot strategy has an advantage over the stepwise strategy.
    • An alternative stepwise strategy for the synthesis of 5a was also tested. However, after many attempts, the Sonogashira coupling of 6a with phenyl acetylene failed under various commonly used conditions. These results indicate that our present one-pot strategy has an advantage over the stepwise strategy.
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    • CCDC-760111 (5k) contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via.
    • CCDC-760111 (5k) contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.