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Volumn 62, Issue 7, 2006, Pages 1536-1547

Coupling and fast decarboxylation of aryloxyl radicals of 4-hydroxycinnamic acids with formation of stable p-quinomethanes

Author keywords

Lactone; Cinnamic acids; Decarboxylation; dpph radical; Free radical; p Quinomethane; Sinapic acid

Indexed keywords

1,4 QUINOMETHANE; 3 [(3,5 DI TERT BUTYL 4 OXOCYCLOHEXA 2,5 DIENYLIDENE)METHYL] 5 (3,5 DIMETHOXY 4 OXOCYCLOHEXA 2,5 DIENYLIDENE)FURAN 2(5H) ONE; 3,5 DI TERT BUTYL 4 HYDROXYCINNAMIC ACID; 3,5 DIMETHOXY 4 HYDROXYCINNAMIC ACID; 4 [(3,5 DI TERT BUTYL 4 OXOCYCLOHEXA 2,5 DIENYLIDENE)BUT 2 ENYLIDENE] 2,6 DIMETHOXYCYCLOHEXA 2,5 DIENONE; 4,4' (1,2 ETHANEDIYLIDENE) BIS(2,6 DI TERT BUTYL 2,5 CYCLOHEXADIEN 1 ONE); 4,4' (2 BUTENE 1,4 DIYLIDENE) BIS(2,6 DI TERT BUTYL 2,5 CYCLOHEXADIEN 1 ONE); 4,4' (2 BUTENE 1,4 DIYLIDENE) BIS(2,6 DIMETHOXY 2,5 CYCLOHEXADIEN 1 ONE); 5 (3,5 DI TERT BUTYL 4 OXOCYCLOHEXA 2,5 DIENYLIDENE) 3 [(3,5 DIMETHOXY 4 OXOCYCLOHEXA 2,5 DIENYLIDENE)METHYL]FURAN 2(5H) ONE; 5 (3,5 DIMETHOXY 4 OXOCYCLOHEXA 2,5 DIENYLIDENE) 3 [(3,5 DIMETHOXY 4 OXOCYCLOHEXA 2,5 DIENYLIDENE)METHYL]FURAN 2(5H) ONE; PARA COUMARIC ACID; QUINONE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 30744438303     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2005.11.010     Document Type: Article
Times cited : (16)

References (63)
  • 1
    • 0004020016 scopus 로고    scopus 로고
    • Z. Alfassi Wiley Chichester, UK
    • J.A. Howard Z. Alfassi Peroxyl Radicals 1997 Wiley Chichester, UK Chapter 10
    • (1997) Peroxyl Radicals
    • Howard, J.A.1
  • 26
    • 0030817915 scopus 로고    scopus 로고
    • Other cases of NMR-silent quinones have been reported, see for instance: (a) W. Williams, X. Sun, and D. Jebaratnam J. Org. Chem. 62 1997 4364 4369
    • (1997) J. Org. Chem. , vol.62 , pp. 4364-4369
    • Williams, W.1    Sun, X.2    Jebaratnam, D.3
  • 39
    • 30744435447 scopus 로고    scopus 로고
    • note
    • . in acetone at room temperature without producing the p-quinomethane 10.
  • 40
    • 30744477114 scopus 로고    scopus 로고
    • note
    • . moles quenched by 1 mol of phenol. The procedure for its determination is described in Ref. 4.
  • 42
    • 30744476875 scopus 로고    scopus 로고
    • note
    • 29.
  • 53
    • 30744443617 scopus 로고    scopus 로고
    • note
    • -3 M).
  • 55
    • 30744440240 scopus 로고    scopus 로고
    • note
    • Traces of the dimer represented in Reaction 9 have been found in solution by HPLC-MS analysis. See also Ref. 11.
  • 59
    • 30744449606 scopus 로고    scopus 로고
    • note
    • 2O); 24% (acetonitrile); 40% (THF); 50% (DMSO and DMF); 1% (tert-butanol); 0% (MeOH, EtOH, n-PrOH, 2-PrOH, n-BuOH).
  • 63
    • 30744476595 scopus 로고    scopus 로고
    • note
    • 39


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.