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Volumn 137, Issue 11, 2015, Pages 3775-3778

Modular C-H Functionalization Cascade of Aryl Iodides

Author keywords

[No Author keywords available]

Indexed keywords

BROMINE; CHLORINE; IODINE;

EID: 84926220659     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/jacs.5b01082     Document Type: Article
Times cited : (156)

References (43)
  • 32
    • 84890522186 scopus 로고    scopus 로고
    • For other examples of ortho -C-N bond formation in the Catellani reaction, see refs 7b, 7c, and 7f
    • Dong, Z.; Dong, G. J. Am. Chem. Soc. 2013, 135, 18350 For other examples of ortho -C-N bond formation in the Catellani reaction, see refs 7b, 7c, and 7f.
    • (2013) J. Am. Chem. Soc. , vol.135 , pp. 18350
    • Dong, Z.1    Dong, G.2
  • 33
    • 84926213853 scopus 로고    scopus 로고
    • note
    • Non-ortho-substituted aryl iodides gave inferior results. When ethyl 4-iodobenzoate was subjected to the reaction conditions, the desired product was obtained in 34% yield. See the Supporting Information.
  • 34
    • 84926164792 scopus 로고    scopus 로고
    • note
    • The best results were obtained when 1 equiv of norbornene was employed. When 25 mol % was used, the desired products were obtained in lower yields. See the Supporting Information.
  • 35
    • 84926198757 scopus 로고    scopus 로고
    • note
    • Additionally, cyanation (ref 6a) and N -tosylhydrazone insertion (refs 7d, 7e, and 7f) have also been employed.
  • 42
    • 84926161115 scopus 로고    scopus 로고
    • note
    • Aminoboronate 2t was resubjected to the reaction conditions in the presence of benzoic acid. 1H NMR analysis of the reaction mixture revealed no generation of the corresponding ipso -hydrogenation product.
  • 43
    • 84926216797 scopus 로고    scopus 로고
    • note
    • Dong and co-workers have hypothesized that under the reaction conditions, the imine or enamine generated upon elimination of benzoate from N -benzoyloxyamines may serve as the reductant. See ref 9.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.