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Volumn 16, Issue 2, 2005, Pages 132-137

So2-extrusion of an 8-thiabicylo[3.2.1]octa-2,6-diene 8,8-dioxide and rearrangement of the resulting cycloheptatriene

Author keywords

[No Author keywords available]

Indexed keywords

CARBOXYLIC ACIDS; COMPLEXATION; DECOMPOSITION; EVAPORATION; EXTRUSION; ISOMERS; MIXTURES; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; OLEFINS; OXIDATION; POLARIZATION; REACTION KINETICS; STEREOCHEMISTRY;

EID: 17644401329     PISSN: 10427163     EISSN: None     Source Type: Journal    
DOI: 10.1002/hc.20079     Document Type: Article
Times cited : (5)

References (28)
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    • (1997) Sulfur Rep , vol.19 , pp. 349
    • Nakayama, J.1    Sugihara, Y.2
  • 8
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    • For reviews on thiophene 1-oxides, see (a) Nakayama, J.; Sugihara, Y. Sulfur Rep 1997, 19, 349; (b) Nakayama, J. Sulfur Rep 2000, 22, 123.
    • (2000) Sulfur Rep , vol.22 , pp. 123
    • Nakayama, J.1
  • 10
    • 0038005935 scopus 로고    scopus 로고
    • For Diels-Alder reactions of 8 and the stereochemistry: (a) Otani, T.; Takayama, J.; Sugihara, Y.; Ishii, A.; Nakayama, J. J Am Chem Soc 2003, 125, 8255; (b) Takayama, J.; Fukuda, S.; Sugihara, Y.; Ishii, A.; Nakayama, J. Tetrahedron Lett 2003, 44, 5159; (c) Nakayama, J. J Synth Org Chem Jpn 2003, 61, 1106.
    • (2003) J Am Chem Soc , vol.125 , pp. 8255
    • Otani, T.1    Takayama, J.2    Sugihara, Y.3    Ishii, A.4    Nakayama, J.5
  • 11
    • 0038684539 scopus 로고    scopus 로고
    • For Diels-Alder reactions of 8 and the stereochemistry: (a) Otani, T.; Takayama, J.; Sugihara, Y.; Ishii, A.; Nakayama, J. J Am Chem Soc 2003, 125, 8255; (b) Takayama, J.; Fukuda, S.; Sugihara, Y.; Ishii, A.; Nakayama, J. Tetrahedron Lett 2003, 44, 5159; (c) Nakayama, J. J Synth Org Chem Jpn 2003, 61, 1106.
    • (2003) Tetrahedron Lett , vol.44 , pp. 5159
    • Takayama, J.1    Fukuda, S.2    Sugihara, Y.3    Ishii, A.4    Nakayama, J.5
  • 12
    • 1642577101 scopus 로고    scopus 로고
    • For Diels-Alder reactions of 8 and the stereochemistry: (a) Otani, T.; Takayama, J.; Sugihara, Y.; Ishii, A.; Nakayama, J. J Am Chem Soc 2003, 125, 8255; (b) Takayama, J.; Fukuda, S.; Sugihara, Y.; Ishii, A.; Nakayama, J. Tetrahedron Lett 2003, 44, 5159; (c) Nakayama, J. J Synth Org Chem Jpn 2003, 61, 1106.
    • (2003) J Synth Org Chem Jpn , vol.61 , pp. 1106
    • Nakayama, J.1
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    • Seitz G.; Van Gemmern, R. Chemiker-Zeitung 1987, 111, 209. See also Jefford, C. W.; Gunsher, J.; Hill, D. T.; Brun P.; Gras J.-L.; Waegell B. Org Synth 1988, Coll Vol 6, 142 and references cited therein.
    • (1987) Chemiker-zeitung , vol.111 , pp. 209
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  • 15
    • 0013484463 scopus 로고
    • max 287 nm for 1-methoxycycloheptariene: Lindsay, D. G.; Reese, C. B. Tetrahedron 1965, 21, 1673.
    • (1954) J Am Chem Soc , vol.76 , pp. 2841
    • Dryden Jr., H.L.1
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    • Marcel Dekker: New York, and references cited therein.
    • For the cycloheptatriene-norcaradiene equilibrium, see le Noble, W. J. Highlights of Organic Chemistry; Marcel Dekker: New York, 1974, pp. 402-406 and references cited therein. Reportedly, the electron-withdrawing substituents at the C7 shift the equilibrium toward the norcaradiene isomer: (a) Hall, G. E.; Roberts, J. D. J Am Chem Soc 1971, 93, 2203; (b) Dürr, H.; Kaber, H. Angew Chem, Int Ed 1971, 10, 342.
    • (1974) Highlights of Organic Chemistry , pp. 402-406
    • Le Noble, W.J.1
  • 19
    • 0003424643 scopus 로고
    • For the cycloheptatriene-norcaradiene equilibrium, see le Noble, W. J. Highlights of Organic Chemistry; Marcel Dekker: New York, 1974, pp. 402-406 and references cited therein. Reportedly, the electron-withdrawing substituents at the C7 shift the equilibrium toward the norcaradiene isomer: (a) Hall, G. E.; Roberts, J. D. J Am Chem Soc 1971, 93, 2203; (b) Dürr, H.; Kaber, H. Angew Chem, Int Ed 1971, 10, 342.
    • (1971) J Am Chem Soc , vol.93 , pp. 2203
    • Hall, G.E.1    Roberts, J.D.2
  • 20
    • 84981928741 scopus 로고
    • For the cycloheptatriene-norcaradiene equilibrium, see le Noble, W. J. Highlights of Organic Chemistry; Marcel Dekker: New York, 1974, pp. 402-406 and references cited therein. Reportedly, the electron-withdrawing substituents at the C7 shift the equilibrium toward the norcaradiene isomer: (a) Hall, G. E.; Roberts, J. D. J Am Chem Soc 1971, 93, 2203; (b) Dürr, H.; Kaber, H. Angew Chem, Int Ed 1971, 10, 342.
    • (1971) Angew Chem, Int Ed , vol.10 , pp. 342
    • Dürr, H.1    Kaber, H.2
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    • note
    • Tetrachlorocyclopropene was purchased from Aldrich and used without further purification.
  • 24
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    • Bruker AXS Inc., Madison, WI, USA
    • Bruker, SMART version 5.630, Bruker AXS Inc., Madison, WI, USA (2003).
    • (2003) SMART Version 5.630
    • Bruker1
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    • Bruker AXS Inc., Madison, WI, USA
    • Bruker, SAINT-Plus version 6.45, Bruker AXS Inc., Madison, WI, USA (2003).
    • (2003) SAINT-plus Version 6.45
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.