Alkylation and acylation of the 1,2,3,triazole ring

Chemical and Pharmaceutical Bulletin

Volumn 45, Issue 7, 1997, Pages 1140-1145

  Ohta, Shunsaku ^a   Kawasaki, Ikuo ^a   Uemura, Takahiro ^a   Yamashita, Masayuki ^a   Yoshioka, Tomomichi ^a   Yamaguchi, Satoshi ^a  

^a KYOTO PHARMACEUTICAL UNIVERSITY   (Japan)

Author keywords

1,2,3 triazole; 2 trimethylsilyl 1,2,3 triazole; Acylation; Alkylation; Lithiation

Indexed keywords

4 (1 HYDROXY 1 PHENYL)METHYL 1 METHYL 1H 1,2,3 TRIAZOLE; TRIAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

ACYLATION; ALKYLATION; ARTICLE; CHEMICAL MODIFICATION; DRUG STRUCTURE; DRUG SYNTHESIS;

EID: 0030832271     PISSN: 00092363     EISSN: None     Source Type: Journal    
DOI: 10.1248/cpb.45.1140     Document Type: Article

References (16)

1. a) Bennett I. S., Brooks G., Broom N. J. P., Calvert S. H., Coleman K., Francois I., J. Antibiotics, 44, 969-978 (1991);
2. b) Im C., Maiti S. N., Micetich R. G., Daneshtalab M., Atchison K., Phillips O. A., Kunugita C., ibid., 47, 1030-1040 (1994).
3. Ohta S., Kawasaki I., Fukuno A., Yamashita M., Tada T., Kawabata T., Chem. Pharm. Bull., 41, 1226-1231 (1993); Ohta S., Maruyama A., Kawasaki I., Hatakeyama S., Ichikawa M., Guro T., Heterocycles, 31, 2029-2036 (1990) and references cited therein.
4. Ohta S., Kawasaki I., Fukuno A., Yamashita M., Tada T., Kawabata T., Chem. Pharm. Bull., 41, 1226-1231 (1993); Ohta S., Maruyama A., Kawasaki I., Hatakeyama S., Ichikawa M., Guro T., Heterocycles, 31, 2029-2036 (1990) and references cited therein.
5. Moulin F., Helv. Chim. Acta, 35, 167-180 (1952); other method, Pedersen C., Acta Chem. Scand., 13, 888-892 (1959).
6. Moulin F., Helv. Chim. Acta, 35, 167-180 (1952); other method, Pedersen C., Acta Chem. Scand., 13, 888-892 (1959).
7. a) Begtrup M., Larsen P., Acta. Chem. Scand., 44, 1050-1057 (1990);
8. b) Gold H., Justus Liebigs Ann. Chem., 688, 205-216 (1965).
9. a) Birkofer L., Wegner P., Chem. Ber., 100, 3485-3494 (1967);
10. b) The instrument used was probably a 60 MHz machine in the 1960's; they observed a singlet signal of 2H assigned to C4-H and C5-H at -70-37°C.
11. Holzer W., Ruso K., J. Heterocycl. Chem., 29, 1203-1207 (1992).
12. C4-H (7.66 ppm); C5-H (7.52 ppm); Holzer W., Tetrahedron, 47, 9783-9792 (1991).
13. a) Katritzky A. R., Murugan R., Luce H., Zerner M., Ford G. P., J. Chem. Soc., Perkin Trans. 2, 1987, 1695-1700;
14. b) Alcamí M., Mó O., Yáñez M., Anvia F., Taft R. W., J. Phys. Chem., 94, 4796-4804 (1990).
15. Back T. G., Baron D. L., Yang K., J. Org. Chem., 58, 2407-2413 (1993).
16. Vereshchagin L. I., Maksikova A. V., Tikhonova L. G., Buzilova S. R., Sakovich G. V., Khim. Geterotsikl. Soedin., 1981, 688-693.