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Volumn 48, Issue 42, 2009, Pages 7857-7861

Consecutive C-H functionalization reactions of arenes: Synthesis of carbo- and heteropolycyclic skeletons

Author keywords

Carbocycles, heterocycles, hydroarylation, lewis acids, propargylic esters

Indexed keywords

C-H BOND; C-H FUNCTIONALIZATION; CARBOCYCLES, HETEROCYCLES, HYDROARYLATION, LEWIS ACIDS, PROPARGYLIC ESTERS; DOMINO PROCESS; ELECTRONWITHDRAWING; FUNCTIONALIZED; HYDROARYLATION;

EID: 70349671044     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200902989     Document Type: Article
Times cited : (24)

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    • 3 in the presence of 2,4,6-tri-tertbutylpyrimidine (TTBP) supports this hypothesis. In this case, upon heating for 24 h in DCE, the reaction gives the corresponding diene 3a (25 %), which arises from a single cyclization rather the double cyclization product 2 a. For the use of TTBP in metal-catalyzed reactions, see: T. Schwier, A.W. Sromek, D. M. L. Yap, D. Chernyak, V. Gevorgyan, J. Am. Chem. Soc. 2007, 129, 9868-9878.
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    • After heating at 60°C for 40 min only compound 5 was present in the reaction mixture. By extending the reaction time to 1 h it allowed the identification of significant amounts of unchanged 5, although some decomposition was evident by TLC This trend was still noticed when heating lasted foe 3 or 7 h. After 24 h, only trace amounts of 5 were present, and a complex mixture was formed without any evidence for the formation of a type-2 product.
    • After heating at 60°C for 40 min only compound 5 was present in the reaction mixture. By extending the reaction time to 1 h it allowed the identification of significant amounts of unchanged 5, although some decomposition was evident by TLC This trend was still noticed when heating lasted foe 3 or 7 h. After 24 h, only trace amounts of 5 were present, and a complex mixture was formed without any evidence for the formation of a type-2 product.
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    • CCDC 734150 (2m) contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via
    • CCDC 734150 (2m) contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-request/cif.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.