Electrophilic substitution reactions of indoles with carbonyl compounds using ceric ammonium nitrate: A novel and efficient method for the synthesis of di- and tri-indolylmethanes

Journal of Chemical Research - Part S

Volumn , Issue 2, 2003, Pages 72-74

  Ramesh, C ^a   Ravindranath, N ^a   Das, Biswanath ^a  

^a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

Carbonyl compounds; Ceric ammonium nitrate; Di and tri indolylmethanes; Indoles

Indexed keywords

CARBONYL DERIVATIVE; CERIC AMMONIUM NITRATE; INDOLE DERIVATIVE; METHANE; NITRIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; ROOM TEMPERATURE; SUBSTITUTION REACTION; SYNTHESIS;

EID: 0037628959     PISSN: 03082342     EISSN: None     Source Type: Journal    
DOI: 10.3184/030823403103173002     Document Type: Article

References (17)

1. Part 11 in the series 'Studies on Novel Synthetic Methodologies', for Part 10 see N. Ravindranath, C. Ramesh and B. Das; Synlett, 2001 1777. IICT Communication No. 4667.
2. (a) R.J. Sundberg The Chemistry of Indoles, Academic Press: New York, 1970;
3. (b) M. Lounasmaa and A. Tolvanen; Nat. Prod. Rep. 2000, 17, 175;
4. (c) S. Hibino, and T. Choshi; Nat. Prod. Rep., 2001, 18, 66.
5. (a) B. Gregorovich, K. Liang, D. Chegston and S. MacDonald; Can. J. Chem., 1968, 46, 3291;
6. (b) M. Roomi and S. MacDonald; Can. J. Chem., 1970, 48, 139.
7. (a) W. Wolaned, M. Venkiteswaren and C. Richards; J. Org. Chem. 1961, 26, 4241;
8. (b) A. Chatterjee, S. Manna, J. Banerji, C. Pascard, T. Prange and J.N. Shoolery; J. Chem. Soc., Perkin Trans 1, 1980, 553;
9. (c) J. Banerji, A. Chatterjee, S. Manna, C. Pascard, T. Prange and J.N. Shoolery; Heterocycles 1981, 15, 325.
10. (d) R. Chakrabarti, B. Das, M. Saha and Banerji J.; Ind. J. Chem., 1990, 29B, 737;
11. (e) A. Chatterjee, R. Chakrabarti, B. Das, S. Kanrar, J. Banerji, H. Budzikiewicz, A. Newman and T. Prange; Heterocycles, 1992, 34, 259;
12. (f) G. Babu, N. Sridhar and P.T. Perumal; Synth. Commun. 2000, 30, 1609.
13. D. Chen, L. Yu and P.G. Wang; Tetrahedron Lett. 1996, 37, 4467.
14. J.S. Yadav, B.V. Subba Reddy, C.V.S.R. Murthy, G. Mahesh Kumar and C. Madan; Synthesis 2001, 783.
15. K. Pachamuthu and Y.D. Vankar; J. Org. Chem. 2001, 66, 7511.
16. R.H. Jih and K.V. King,; Curr. Sci. 2001, 81, 1043.
17. W. Wolaned, M. Venkiteswaren and C. Richards; J. Org. Chem. 1961, 26, 4263.