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Volumn 46, Issue 49, 2005, Pages 8531-8534

Palladium-copper catalysed heteroannulation of acetylenic compounds: An expeditious synthesis of isoindoline fused with triazoles

Author keywords

Isoindoline; Palladium and copper catalyst; Triazole

Indexed keywords

ACETYLENE DERIVATIVE; AZIDE; COPPER; INDOLE DERIVATIVE; PALLADIUM; TRIAZOLE DERIVATIVE;

EID: 27644551465     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.10.006     Document Type: Article
Times cited : (59)

References (51)
  • 1
    • 0001144521 scopus 로고
    • Wohler's synthesis of urea can be considered the birth of organic synthesis: F. Wohler Ann. Phys. Chem. 12 1828 253
    • (1828) Ann. Phys. Chem. , vol.12 , pp. 253
    • Wohler, F.1
  • 3
    • 84873569897 scopus 로고    scopus 로고
    • Chem. Abstr. 134 2001 280719b
    • (2001) Chem. Abstr. , vol.134
  • 5
    • 27644570809 scopus 로고    scopus 로고
    • Chem. Abstr. 133 2000 252323d
    • (2000) Chem. Abstr. , vol.133
  • 6
    • 27644575739 scopus 로고    scopus 로고
    • PCT Int. Appl., WO 0021950, 2000.
    • Johnson, C. N.; Stemp, G. PCT Int. Appl., WO 0021950, 2000.
    • Johnson, C.N.1    Stemp, G.2
  • 7
    • 27644490377 scopus 로고    scopus 로고
    • Chem. Abstr. 132 2000 279110y
    • (2000) Chem. Abstr. , vol.132
  • 9
    • 84860745127 scopus 로고
    • Chem. Abstr. 122 1995 9863d
    • (1995) Chem. Abstr. , vol.122
  • 12
    • 0012164980 scopus 로고    scopus 로고
    • Chem. Abstr. 130 1999 311706u
    • (1999) Chem. Abstr. , vol.130
  • 18
    • 84873567957 scopus 로고
    • Chem. Abstr. 95 1981 132905v
    • (1981) Chem. Abstr. , vol.95
  • 45
    • 27644567840 scopus 로고    scopus 로고
    • note
    • The starting material ortho-iodobenzyl azide 1 was prepared by heating ortho-iodobenzyl bromide (1.5 g, 5 mmol) and sodium azide (400 mg, 6.2 mmol) at 100°C for 8 h in dry DMF (12 ml). After work-up and purification by chromatography on silica gel using 8% (v/v) ethyl acetate in hexane as eluent, the desired azide 1 was obtained in 82% yield.
  • 49
    • 27644516091 scopus 로고    scopus 로고
    • note
    • In a few cases, dimers were isolated and characterised unambiguously by spectroscopic and analytical data.
  • 50
    • 27644501144 scopus 로고    scopus 로고
    • note
    • 2OTBS) was isolated by carrying out the reaction at room temperature. Various experiments were then carried with A under various reaction conditions. Among them, the desired cycloaddition occurred when A was heated in DMF at 115°C in the presence of triethylamine and a catalytic amount of cuprous iodide only. Without cuprous iodide starting material A was recovered.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.