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Volumn 64, Issue 8, 1999, Pages 2814-2820

A pyrazole to furan rearrangement. Thermolysis of 5-azido-4- formylpyrazoles

Author keywords

[No Author keywords available]

Indexed keywords

5 AZIDO 4 FORMYLPYRAZOLE DERIVATIVE; FURAN DERIVATIVE; PYRAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0033574492     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9822075     Document Type: Article
Times cited : (24)

References (28)
  • 1
    • 0013567353 scopus 로고
    • For recent reviews, see: (a) Dehaen, W.; Becher, J. Acta Chem. Scand. 1993, 47, 244-254
    • (1993) J. Acta Chem. Scand. , vol.47 , pp. 244-254
    • Dehaen, W.1
  • 4
    • 0001636588 scopus 로고
    • Trost, B. M., Ed.-in-chief; Fleming, I., Ed.; Oxford
    • Helquist, P. In Comprehensive Organic Synthesis; Trost, B. M., Ed.-in-chief; Fleming, I., Ed.; Oxford, 1991; Vol. 4, pp 951-997.
    • (1991) Comprehensive Organic Synthesis , vol.4 , pp. 951-997
    • Helquist, P.1
  • 8
    • 0039539863 scopus 로고
    • Schaumann, E., Ed.; Georg Thieme Verlag: Stuttgart
    • For a comprehensive review of 1H-pyrazole chemistry, see: Kirschke, K. In Methoden der Organischen Chemie (Houben-Weyl); Schaumann, E., Ed.; Georg Thieme Verlag: Stuttgart, 1994; Vol. E8b, Part 2, pp 399-763.
    • (1994) Methoden der Organischen Chemie (Houben-Weyl) , vol.E8B , Issue.PART 2 , pp. 399-763
    • Kirschke, K.1
  • 20
    • 0004760978 scopus 로고
    • The acid chlorides 4a,b are commercially available, whereas acid chloride 4c was prepared by the standard procedure using thionyl chloride in toluene. See for example: Miller, W. H.; Dessert, A. M.; Anderson, G. W. J. Am. Chem. Soc. 1948, 70, 500-502.
    • (1948) J. Am. Chem. Soc. , vol.70 , pp. 500-502
    • Miller, W.H.1    Dessert, A.M.2    Anderson, G.W.3
  • 22
    • 84980113877 scopus 로고
    • Knorr, L. Chem. Ber. 1884, 17, 546-552.
    • (1884) Chem. Ber. , vol.17 , pp. 546-552
    • Knorr, L.1
  • 23
  • 24
    • 0001354153 scopus 로고
    • Trost, B. M., Ed-in-chief; Heathcock, C. H., Ed.; Pergamon Press: Oxford
    • Meth-Cohn, O.; Stanforth, S. P. In Comprehensive Organic Synthesis; Trost, B. M., Ed-in-chief; Heathcock, C. H., Ed.; Pergamon Press: Oxford, 1991; Vol. 2, pp 777-794.
    • (1991) Comprehensive Organic Synthesis , vol.2 , pp. 777-794
    • Meth-Cohn, O.1    Stanforth, S.P.2
  • 26
    • 0000096040 scopus 로고
    • For a review of 3-chlorovinylaldehydes, see: Pulst, M.; Weissenfels, M. Z. Chem. 1976, 16, 337-348.
    • (1976) Z. Chem. , vol.16 , pp. 337-348
    • Pulst, M.1    Weissenfels, M.2
  • 27
    • 0345051487 scopus 로고    scopus 로고
    • note
    • The authors have deposited atomic coordinates and thermal parameters for 2b and 3b with the Cambridge Crystallographic Data Centre. The coordinates can be obtained on request from the Director, Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, U.K.
  • 28
    • 0027745960 scopus 로고
    • Interestingly, this procedure appears to produce the keto form exclusively, as opposed to a similar procedure that produces a mixture of the keto an enol forms: Capozzi, G.; Roelens, S.; Talami, S. J. Org. Chem. 1993, 58, 7932-7936.
    • (1993) J. Org. Chem. , vol.58 , pp. 7932-7936
    • Capozzi, G.1    Roelens, S.2    Talami, S.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.