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Volumn , Issue 19, 2009, Pages 3161-3166

Selective synthesis of isoquinolin-3-one derivatives combining Pd-catalysed aromatic alkylation/vinylation with addition reactions: The beneficial effect of water

Author keywords

C H activation; Multicomponent reactions; Nitrogen heterocycles; Palladium; Water effect

Indexed keywords


EID: 67650863176     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.200900255     Document Type: Article
Times cited : (17)

References (51)
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    • NMR analysis was made on a sample of the crude residue dried under high vacuum to eliminate unreacted volatile starting components
    • NMR analysis was made on a sample of the crude residue dried under high vacuum to eliminate unreacted volatile starting components.
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    • 3) did not improve the results.
    • 3) did not improve the results.
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    • The reported solvent/base combination gave the best results in terms of selectivity
    • The reported solvent/base combination gave the best results in terms of selectivity.
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    • Although the reactions were performed under aqueous basic conditions, we had no evidence of methoxycarbonyl group hydrolysis
    • Although the reactions were performed under aqueous basic conditions, we had no evidence of methoxycarbonyl group hydrolysis.
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    • At the end of the reaction, the unreacted haloamide was mostly transformed into the corresponding hydroxy-amide
    • At the end of the reaction, the unreacted haloamide was mostly transformed into the corresponding hydroxy-amide.
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    • For reviews and selected examples on the effect of water on palladium-catalysed reactions, see: a
    • For reviews and selected examples on the effect of water on palladium-catalysed reactions, see: a) I. P. Beletskaya, A. V. Cheprakov, Chem. Rev. 2000, 100, 3009-3065;
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    • For reviews on palladium-catalysed C.-H. activation, see: a
    • For reviews on palladium-catalysed C.-H. activation, see: a) G. Dyker, Angew. Chem. Int. Ed. 1999, 38, 1698-1712;
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    • 3 in anhydrous DMF at 80 °C proved that the conversion of 4 to 5 took place in 2 h. The same transformation performed in aqueous DMF occurred within about 4 h.
    • 3 in anhydrous DMF at 80 °C proved that the conversion of 4 to 5 took place in 2 h. The same transformation performed in aqueous DMF occurred within about 4 h.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.