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Volumn 87, Issue 3, 2013, Pages 493-526

Direct routes to 2H-tetrazoles by cyclization and ring transformation

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EID: 84874376707     PISSN: 03855414     EISSN: 18810942     Source Type: Journal    
DOI: 10.3987/REV-12-755     Document Type: Review
Times cited : (4)

References (188)
  • 2
    • 1642559268 scopus 로고    scopus 로고
    • A report on 2H-tetrazole chemistry essentially covering the 1990s
    • Russ. J. Org. Chem., 2003, 39, 453. - A report on 2H-tetrazole chemistry essentially covering the 1990s.
    • (2003) Russ. J. Org. Chem. , vol.39 , pp. 453
  • 3
    • 0034210728 scopus 로고    scopus 로고
    • For a general survey of this kind of reaction, cf.:
    • For a general survey of this kind of reaction, cf.: V. A. Ostrovskii and A. O. Koren, Heterocycles, 2000, 53, 1421.
    • (2000) Heterocycles , vol.53 , pp. 1421
    • Ostrovskii, V.A.1    Koren, A.O.2
  • 10
    • 79959758834 scopus 로고
    • Synthese und eigenschaften 1- und 2-substituierter 5-(Diazomethyl) tetrazole
    • (Germany)
    • c) K.-H. Goos, 'Synthese und Eigenschaften 1- und 2-substituierter 5-(Diazomethyl)tetrazole,' Dissertation, Technical University of Braunschweig (Germany), 1985 (see p. 83).
    • (1985) Dissertation, Technical University of Braunschweig , pp. 83
    • Goos, K.-H.1
  • 27
    • 84874372238 scopus 로고
    • Chem. Abstr., 1981, 94, 121415).
    • (1981) Chem. Abstr. , vol.94 , pp. 121415
  • 28
    • 0001231433 scopus 로고
    • This work has been reviewed erroneously, showing loss of NHR (instead of NAr) and formation of a 1H-tetrazole: ed. by A. Padwa, Wiley, New York (see p. 636)
    • This work has been reviewed erroneously, showing loss of NHR (instead of NAr) and formation of a 1H-tetrazole: W. Lwowski, '1,3-Dipolar Cycloaddition Chemistry: Azides and Nitrous Oxide,' ed. by A. Padwa, Wiley, New York, 1984, Vol. 1, pp. 559-651 (see p. 636).
    • (1984) 1,3-dipolar Cycloaddition Chemistry: Azides and Nitrous Oxide , vol.1 , pp. 559-651
    • Lwowski, W.1
  • 31
    • 50549169510 scopus 로고
    • cf. also [note: structure (Ca) misprinted]
    • cf. also P. Yates and D. G. Farnum, Tetrahedron Lett., 1960 (17), 22 [note: structure (Ca) misprinted];
    • (1960) Tetrahedron Lett. , Issue.17 , pp. 22
    • Yates, P.1    Farnum, D.G.2
  • 32
    • 84874379938 scopus 로고
    • [note: structures (Ca-c) misprinted]; for addition of third author, see correction on
    • b) P. Yates, O. Meresz, and H. Morrison, Tetrahedron Lett., 1967, 77 [note: structures (Ca-c) misprinted]; for addition of third author, see correction on p. 1576;
    • (1967) Tetrahedron Lett. , vol.77 , pp. 1576
    • Yates, P.1    Meresz, O.2    Morrison, H.3
  • 40
    • 84874351317 scopus 로고
    • Chem. Abstr., 1984, 100, 34546).
    • (1984) Chem. Abstr. , vol.100 , pp. 34546
  • 46
  • 48
    • 84874368620 scopus 로고
    • J. Org. Chem. USSR, 1979, 15, 2009.
    • (1979) J. Org. Chem. USSR , vol.15 , pp. 2009
  • 53
    • 84874393728 scopus 로고    scopus 로고
    • The cycloadducts are erroneously shown as 1H-isomers
    • Russ. Chem. Bull., 2002, 51, 357. - The cycloadducts are erroneously shown as 1H-isomers.
    • (2002) Russ. Chem. Bull. , vol.51 , pp. 357
  • 79
  • 81
    • 33845449774 scopus 로고    scopus 로고
    • (passim)
    • Russ. Chem. Rev., 2006, 75, 507 (passim);
    • (2006) Russ. Chem. Rev. , vol.75 , pp. 507
  • 112
    • 84874377603 scopus 로고
    • J. Org. Chem. USSR, 1974, 10, 2211.
    • (1974) J. Org. Chem. USSR , vol.10 , pp. 2211
  • 123
    • 84874350040 scopus 로고
    • [at that time the product, i.e. compound (Jb), was not recognized yet]
    • Chem. Heterocycl. Compd. (USSR), 1968, 4, 652 [at that time the product, i.e. compound (Jb), was not recognized yet];
    • (1968) Chem. Heterocycl. Compd. (USSR) , vol.4 , pp. 652
  • 127
    • 84874348108 scopus 로고
    • The leaving benzazole moiety was isolated as 2-chloro-1- methylbenzimidazole (94%)
    • J. Org. Chem. USSR, 1969, 5, 765. - The leaving benzazole moiety was isolated as 2-chloro-1-methylbenzimidazole (94%).
    • (1969) J. Org. Chem. USSR , vol.5 , pp. 765
  • 131
    • 84874347402 scopus 로고
    • The leaving benzodiazine moiety was isolated as 4-chloro-2- methylphthalazin-1(2H)-one
    • J. Org. Chem. USSR, 1983, 19, 953. - The leaving benzodiazine moiety was isolated as 4-chloro-2-methylphthalazin-1(2H)-one.
    • (1983) J. Org. Chem. USSR , vol.19 , pp. 953
  • 136
    • 33947463792 scopus 로고
    • structure of benzylidene-tetrazene (II) misprinted
    • a) J. P. Horwitz and V. A. Grakauskas, J. Am. Chem. Soc., 1955, 77, 6711; structure of benzylidene-tetrazene (II) misprinted;
    • (1955) J. Am. Chem. Soc. , vol.77 , pp. 6711
    • Horwitz, J.P.1    Grakauskas, V.A.2
  • 137
    • 26444565516 scopus 로고
    • structure of tetrazolium betaine (Xa) misprinted
    • b) J. P. Horwitz and V. A. Grakauskas, J. Am. Chem. Soc., 1958, 80, 926; structure of tetrazolium betaine (Xa) misprinted.
    • (1958) J. Am. Chem. Soc. , vol.80 , pp. 926
    • Horwitz, J.P.1    Grakauskas, V.A.2
  • 149
    • 4544235547 scopus 로고    scopus 로고
    • Russ. Chem. Bull., 2004, 53, 1121.
    • (2004) Russ. Chem. Bull. , vol.53 , pp. 1121
  • 156
    • 43649097473 scopus 로고    scopus 로고
    • **) performed with the methyl analogues of 63b and Nb (ap conformer) showed the bicyclic system to be higher in energy than the isomeric azide by 34.78 kcal/mol (D. Moderhack, unpublished result); for this kind of relationship, cf. also: (p. 13)
    • **) performed with the methyl analogues of 63b and Nb (ap conformer) showed the bicyclic system to be higher in energy than the isomeric azide by 34.78 kcal/mol (D. Moderhack, unpublished result); for this kind of relationship, cf. also: D. Moderhack, Heterocycles, 2008, 75, 1 (p. 13);
    • (2008) Heterocycles , vol.75 , pp. 1
    • Moderhack, D.1
  • 158
    • 84862234665 scopus 로고    scopus 로고
    • For this class of compound, cf.
    • For this class of compound, cf. D. Moderhack, Tetrahedron, 2012, 68, 5949.
    • (2012) Tetrahedron , vol.68 , pp. 5949
    • Moderhack, D.1
  • 177
    • 0346466527 scopus 로고
    • Because of spontaneous decarboxylation, both materials would have eluded isolation as such: For compound (86), see: regarding 87
    • Because of spontaneous decarboxylation, both materials would have eluded isolation as such: For compound (86), see: C. R. Jacobson, A. B. Kerr, Jr., and E. D. Amstutz, J. Org. Chem., 1954, 19, 1909; regarding 87,
    • (1954) J. Org. Chem. , vol.19 , pp. 1909
    • Jacobson, C.R.1    Kerr Jr., A.B.2    Amstutz, E.D.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.