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Volumn 353, Issue 2-3, 2011, Pages 337-342

Synthesis of azomethines from α-oxocarboxylates, amines and aryl bromides via one-pot three-component decarboxylative coupling

Author keywords

copper; cross coupling; decarboxylation; multicomponent reactions; palladium; Schiff bases

Indexed keywords


EID: 79951836110     PISSN: 16154150     EISSN: 16154169     Source Type: Journal    
DOI: 10.1002/adsc.201000798     Document Type: Article
Times cited : (43)

References (70)
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    • For redox-neutral couplings, see, e.g.
    • For redox-neutral couplings, see, e.g.
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    • For oxidative couplings, see, e.g.
    • For oxidative couplings, see, e.g.
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    • For related catalytic reactions of carboxylic acids, see
    • For related catalytic reactions of carboxylic acids, see
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    • note
    • [17c]
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    • For DFT calculations of decarboxylations, see for example
    • For DFT calculations of decarboxylations, see for example
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    • The decarboxylation may also proceed at the stage of the hemiaminal.
    • The decarboxylation may also proceed at the stage of the hemiaminal:, M. C. Myers, A. R. Bharadwaj, B. C. Milgram, K. A. Scheidt, J. Am. Chem. Soc. 2005, 127, 14675-14680.
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    • Myers, M.C.1    Bharadwaj, A.R.2    Milgram, B.C.3    Scheidt, K.A.4
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    • note
    • Control experiments revealed that the aldimine does not react with aryl bromides, excluding a reaction pathway via carbopalladation of this protodecarboxylation product. An alternative pathway via decarboxylative cross-coupling of the α-oxocarboxylate followed by imine condensation can be excluded on the basis that α-oxocarboxylates did not decarboxylate at 100a°C.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.