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Volumn 4, Issue 4, 2007, Pages 256-260

A mild and efficient C-3 allylic alkylation of indoles catalyzed by FeCl3

Author keywords

Allylation; Allylic acetate; FeCl3; Friedel Crafts alkylation; Indole

Indexed keywords


EID: 35649005980     PISSN: 15701786     EISSN: None     Source Type: Journal    
DOI: 10.2174/157017807781024336     Document Type: Article
Times cited : (8)

References (29)
  • 2
    • 0003979828 scopus 로고    scopus 로고
    • Academic Press, San Diego
    • (b) Sundberg R. J. Indoles, Academic Press, San Diego, 1996.
    • (1996) Indoles
    • Sundberg, R.J.1
  • 6
    • 33646557360 scopus 로고    scopus 로고
    • Alkylation with allylic alcohols or esters: (a) Trost, B. M.; Quancard, J. J. Am. Chem. Soc., 2006, 128, 6314;
    • Alkylation with allylic alcohols or esters: (a) Trost, B. M.; Quancard, J. J. Am. Chem. Soc., 2006, 128, 6314;
  • 9
    • 33750308939 scopus 로고    scopus 로고
    • Alkylation with allylic halides: (d) Westermaier, M.; Mayr, H. Org. Lett., 2006, 8, 4791;
    • Alkylation with allylic halides: (d) Westermaier, M.; Mayr, H. Org. Lett., 2006, 8, 4791;
  • 29
    • 35648930930 scopus 로고    scopus 로고
    • 3h: Green solid. m.p. 166-168°C. IR (KBr, 3419, 3058, 3025, 1704, 1276, 971, 749, 698 cm-1. 1HNMR (300 MHz, CDCl3, δ, 3.62 (s, 3H, 5.56 (d, J=6.9Hz,1H, 6.22 (d, J=15.9Hz, 1H, 6.56 (d, J=15.9Hz, 1H, 6.75 (d, J=1.3Hz, 1H, 7.09-7.41 (m, 13H, 8.33 (s, 1H, 13CNMR (75MHz, CDCl3, δ, 46.3, 52.0, 115.1, 118.8, 121.0, 121.9, 123.5, 125.4, 126.0, 126.2, 126.3, 127.1, 128.2, 128.5, 129.0, 130.3, 133.4, 137.7, 137.8, 143.6, 169.4. HRMS: m/z calcd for C25H21NO2 (M, 367.1572; found 367.1568. X-Ray analysis: The crystal used for the X-ray study had the dimensions 0.78 × 0.57 × 0.16 mm. Crystal data: C25 H21 N O2, M, 367.43, monoclinic, space group C2, a =13.036(3, b, 8.6240(17, c, 19.123(4)Å, V=2103.0(7) A3, Z, 4, Dcalcd, 1.161 g/cm3
    • +): 325.0466; found: 325.0470.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.