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Volumn , Issue 8, 2007, Pages 1203-1206

Efficient synthesis of 7-substituted or 3,7-disubstituted 1H-indazoles

Author keywords

7 nitro 1H indazole; Cross coupling; Dihalogenated hetarenes; Hetero cycles; Indazole

Indexed keywords

3 BROMO 7 IODO 1H INDAZOLE; 7 IODO 13 INDAZOLE; 7 NITRO 1H INDAZOLE; INDAZOLE DERIVATIVE; PALLADIUM; TRIFLUOROMETHANESULFONIC ACID 1H INDAZOL 7 YL ESTER; UNCLASSIFIED DRUG;

EID: 34249794273     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2007-977416     Document Type: Article
Times cited : (17)

References (44)
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    • Elguero, J.1
  • 3
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    • Minkin, V. 1.; Glukhovtsev, M. N.; Simkin, B. Y. Aromaticity and Antiaromaticity, Electronic and Structural Aspects; Wiley: New York, 1994.
    • (c) Minkin, V. 1.; Glukhovtsev, M. N.; Simkin, B. Y. Aromaticity and Antiaromaticity, Electronic and Structural Aspects; Wiley: New York, 1994.
  • 17
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    • For 3: mp 94°C. MS (CI-CH4, mlz, 267 [M, H, HRMS: mlz [M, NR4, calcd for C8H5N2F3O3S: 326.0422; found: 326.0424. 1H NMR (200 MHz, acetone-d6, δ, 8.27 (s, 1 H, 7.93 (2 x d, J, 9.2 Hz, 2 H, 7.50 (s, 1 H, 7.27 (t, J, 9.2 Hz, 1 H, 19F NMR (188 MHz, acetone-d6, δ, 68.92 (s, 13C NMR 75 MHz, acetone-d6, δ, 128.4, 122.9, 122.5, 121.8, 119.4, 119.0. 115.8, 116.5
    • 6): δ = 128.4, 122.9, 122.5, 121.8, 119.4, 119.0. 115.8, 116.5.
  • 20
    • 85083130988 scopus 로고    scopus 로고
    • Comins, D. L.; Dehghani, A.; Foti, C. J.; Joseph, S. P. Org. Synth. 1998, Coll. IX, 165.
    • (b) Comins, D. L.; Dehghani, A.; Foti, C. J.; Joseph, S. P. Org. Synth. 1998, Coll. Vol. IX, 165.
  • 21
    • 85083120392 scopus 로고    scopus 로고
    • Porter, H. D.; Peterson, W. D. Org. Synth. 1955, Coll. III, 660.
    • (a) Porter, H. D.; Peterson, W. D. Org. Synth. 1955, Coll. Vol. III, 660.
  • 26
    • 85083135629 scopus 로고    scopus 로고
    • 3): δ = 142.4, 136.3, 135.6, 123.2, 122.7, 121.0, 115.7.
    • 3): δ = 142.4, 136.3, 135.6, 123.2, 122.7, 121.0, 115.7.
  • 27
    • 85083121420 scopus 로고    scopus 로고
    • 2O and dried to afford 7-nitro-1 H-indazole (5.29 g, 98% yield); mp 180°C.
    • 2O and dried to afford 7-nitro-1 H-indazole (5.29 g, 98% yield); mp 180°C.
  • 29
    • 0003441482 scopus 로고    scopus 로고
    • Wiley, R. H, Ed, Wiley Int, New York
    • st Century; Wiley, R. H., Ed.; Wiley Int.: New York, 2004.
    • (2004) st Century
    • Tsuji, J.1
  • 40
    • 85083125660 scopus 로고    scopus 로고
    • 6): δ = 136.2, 132.8, 135.5, 127.5, 125.2, 121.5, 116.9, 94.9.
    • 6): δ = 136.2, 132.8, 135.5, 127.5, 125.2, 121.5, 116.9, 94.9.
  • 42
    • 85083122528 scopus 로고    scopus 로고
    • For 12: mp 77.5°C. MS (EI, m/z, 142 [M, HRMS (TOF-MS, ES, mlz [M, H, calcd for C 9H7N2: 143.0609; found: 143.0620. 1H NMR (200 MHz, CDCl3, δ =10.70 (br s, 1 H, 8.15 (s, 1 H, 7.78, 7.56(2 x d, J, 8.1 Hz, 2 H, 7.15 (t, J, 8.1 Hz, 1 H, 3.46 (s, 1 H, 13C NMR (75 MHz, CDCl3, δ, 134.0, 130.8, 122.8, 122.2, 122.1, 121.1, 104.5, 82.5, 79.2. For 5: mp 160.9°C. MS (EI, mlz, 323 [M, 243 [M, Br, 116 [M, Br, Anal. Calcd for C7H4N 2IBr: C, 26.01; H, 1.24; N, 8.67. Found: C, 26.23; H, 1.28; N, 8.61. 1H NMR (200 MHz;1CDCl3, δ =10.10 (br s, 1 H, 7.81, 7.63 (2 x d, J, 8.0 Hz, 2 H, 7.03 t, J, 8.0 Hz, 1 H
    • 3): δ = 143.1, 136.67, 131.12, 124.26, 123.46, 120.43, 112.20.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.