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Volumn 16, Issue 41, 2010, Pages 12303-12306

Palladium-catalysed cyclisation of N-alkynyl aminomalonates

Author keywords

aminomalonates; copper; nitrogen heterocycles; palladium; pyrrolidines

Indexed keywords

ALKENYL; ALKYNYLS; AMINOMALONATES; BUILDING BLOCKES; CYCLISATIONS; GOOD YIELD; NITROGEN HETEROCYCLES; PYRROLIDINES;

EID: 78249247717     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201001951     Document Type: Article
Times cited : (21)

References (56)
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    • A search of the Beilstein database revealed over 9000 natural products containing a five-membered nitrogen heterocycle.
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    • For related Pd and Pd/Cu-catalysed cyclisations of 4-alkynyl malonates resulting in the formation of two C-C bonds, see
    • For related Pd and Pd/Cu-catalysed cyclisations of 4-alkynyl malonates resulting in the formation of two C-C bonds, see
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    • For other related Pd-catalysed cyclisations of malonates and alkynes with the formation of two C-C bonds, see
    • For other related Pd-catalysed cyclisations of malonates and alkynes with the formation of two C-C bonds, see
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    • For related metal-mediated and metal-catalysed cyclisations of 4-alkynyl malonates resulting in the formation of one C-C bond see the following: using Pd
    • For related metal-mediated and metal-catalysed cyclisations of 4-alkynyl malonates resulting in the formation of one C-C bond see the following: using Pd
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    • reference [6h]; using only Li, Na or K bases
    • reference [6h]; using only Li, Na or K bases
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    • For related metal-catalysed and metal-mediated reactions for the synthesis of 3-alkyl or 3-alkylidene pyrrolidines, see
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    • The aminomalonates were readily prepared according to the method of Chai, see.
    • The aminomalonates were readily prepared according to the method of Chai, see:, C. L. L. Chai, J. A. Elix, P. B. Huleatt, Tetrahedron 2005, 61, 8722.
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    • For the cyclisation of a malonate anion onto a vinylpalladium species for the formation of an alkylidene pyrrolidinone, see reference [9d].
    • For the cyclisation of a malonate anion onto a vinylpalladium species for the formation of an alkylidene pyrrolidinone, see reference [9d].
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    • 1H NMR NOE experiments. The E configuration of the remaining products was assigned by analogy.
    • 1H NMR NOE experiments. The E configuration of the remaining products was assigned by analogy.
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    • The exo-methylene pyrrolidines can generally be removed by flash chromatography.
    • The exo-methylene pyrrolidines can generally be removed by flash chromatography.
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    • The base was added to a mixture of the substrates and the palladium catalyst in THF. No copper catalyst was used.
    • The base was added to a mixture of the substrates and the palladium catalyst in THF. No copper catalyst was used.
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.