Unambiguous characterisation of dienylimines as intermediates in Fischer indolisation of o-substituted N-trifluoroacetyl enehydrazines

Chemical Communications

Volumn , Issue 23, 1999, Pages 2429-2430

  Miyata, Okiko ^a   Kimura, Yasuo ^a   Naito, Takeaki ^a  

^a KOBE PHARMACEUTICAL UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

HYDRAZINE DERIVATIVE;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; CYCLIZATION; REACTION ANALYSIS; THERMOSTABILITY; X RAY ANALYSIS;

EID: 0033534068     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/a907539i     Document Type: Article

References (12)

1. Reviews of Fischer indole synthesis: B. Robinson, Chem. Rev., 1963, 63, 373; B. Robinson, Chem. Rev., 1969, 69, 227; B. Robinson, The Fischer Indole Synthesis, Wiley, New York, 1982; D. L. Hughes, Org. Prep. Proced. Int., 1993, 25, 609.
2. Reviews of Fischer indole synthesis: B. Robinson, Chem. Rev., 1963, 63, 373; B. Robinson, Chem. Rev., 1969, 69, 227; B. Robinson, The Fischer Indole Synthesis, Wiley, New York, 1982; D. L. Hughes, Org. Prep. Proced. Int., 1993, 25, 609.
3. Reviews of Fischer indole synthesis: B. Robinson, Chem. Rev., 1963, 63, 373; B. Robinson, Chem. Rev., 1969, 69, 227; B. Robinson, The Fischer Indole Synthesis, Wiley, New York, 1982; D. L. Hughes, Org. Prep. Proced. Int., 1993, 25, 609.
4. Reviews of Fischer indole synthesis: B. Robinson, Chem. Rev., 1963, 63, 373; B. Robinson, Chem. Rev., 1969, 69, 227; B. Robinson, The Fischer Indole Synthesis, Wiley, New York, 1982; D. L. Hughes, Org. Prep. Proced. Int., 1993, 25, 609.
5. K. Bast, T. Durst, R. Huisgen, K. Lindner and R. Temme, Tetrahedron, 1998, 54, 3745.
6. G. S. Bajwa and R. K. Brown, Can. J. Chem., 1969, 47, 785.
7. Recently we found a novel synthetic route for indoles (or indolines) via thermal cyclisation of N-trifluoroacetyl enehydrazines. O. Miyata, Y. Kimura, K. Muroya, H. Hiramatsu and T. Naito, Tetrahedron Lett., 1999, 40, 3601.
8. C. S. Barnes, K. H. Pausacker and C. I. Schubert, J. Chem. Soc., 1949, 1381.
9. 000 = 624, T = 293 K. Final R value was 0.0684 for 4788 reflections. CCDC 182/1467. See http:/ /www.rsc.org/suppdata/cc/1999/2429/ for crystallographic data in .cif format.
10. H. Ishii, Acc. Chem. Res., 1981, 14, 275.
11. Y. Murakami, H. Yokoo, Y. Yokoyama and T. Watanabe, Chem. Pharm. Bull., 1999, 47, 791.
12. G. S. Bajwa and R. K. Brown, Can. J. Chem., 1970, 48, 2293.