메뉴 건너뛰기




Volumn 6, Issue 2, 2004, Pages 277-279

Expedient Synthesis of Highly Substituted Fused Heterocoumarins

Author keywords

[No Author keywords available]

Indexed keywords

BORONIC ACID DERIVATIVE; COUMARIN DERIVATIVE; PYRANO[2,3 D]PYRIMIDIN 7 ONE; PYRIMIDINE DERIVATIVE; TRIFLUOROMETHANESULFONIC ACID; UNCLASSIFIED DRUG;

EID: 0842306885     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0362461     Document Type: Article
Times cited : (30)

References (19)
  • 3
    • 0007063662 scopus 로고
    • Wiley: New York, Collect
    • (a) Horning, E. C. Organic Syntheses; Wiley: New York, 1955; Collect. Vol. III, p 281.
    • (1955) Organic Syntheses , vol.COLLECT. VOL. III , pp. 281
    • Horning, E.C.1
  • 4
    • 0035531810 scopus 로고    scopus 로고
    • (b) For recent modifications of the Pechmann condensation under microwave condition allows milder conditions, see: Sugino, T.; Tanaka, K. Chem. Lett. 2001, 110-111.
    • (2001) Chem. Lett. , pp. 110-111
    • Sugino, T.1    Tanaka, K.2
  • 6
    • 0842278839 scopus 로고    scopus 로고
    • WO patent 02/28183 A1, 2002
    • Whittingham, W. G. WO patent 02/28183 A1, 2002.
    • Whittingham, W.G.1
  • 7
    • 0842321974 scopus 로고    scopus 로고
    • note
    • The coumarin 7 can be prepared with an excess of tert-butylammonium tribromide, but the use of only 1 equiv of the brominating agent provides mixture of regioisomers in positions 2 and 4.
  • 9
    • 0000764963 scopus 로고
    • Synthesis and chemical stability of cyclic enol triflate described by Crisp, G. T.; Meyer, A. G. J. Org. Chem. 1992, 57, 6972-6975.
    • (1992) J. Org. Chem. , vol.57 , pp. 6972-6975
    • Crisp, G.T.1    Meyer, A.G.2
  • 10
    • 0842278837 scopus 로고    scopus 로고
    • note
    • Based on SciFinder, around 200 o-methoxy boronic acids are registered and more than 20 commercially available.
  • 11
    • 0842300566 scopus 로고    scopus 로고
    • note
    • 3) and afforded 9e in 80% yield.
  • 14
    • 0842321972 scopus 로고    scopus 로고
    • note
    • 1H.
  • 15
    • 0842278840 scopus 로고    scopus 로고
    • note
    • 2 and 10% CuI at room temperature for 1 h. The crude compound was deprotected with tert-butylammonium fluoride in THF to afford 1 mmol of ethynyl analogue of 1 (2-ethynyl-4-methoxy- 5,6,7,8-tetrahydro-10-oxa-1,3-diaza-phenanthren-9-one). Leaf spots and rust such as Septoria, Pyricularia oryzae, Pyrenophora teres, and Puccina recondita were 90% controlled in vivo by this compound at 200 ppm.
  • 18
    • 0037054165 scopus 로고    scopus 로고
    • (b) Cherng, Y. Tetrahedron 2002, 58, 4931-4935.
    • (2002) Tetrahedron , vol.58 , pp. 4931-4935
    • Cherng, Y.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.