Tetramethylammonium Glycinate: A New Reagent for Improved Pyrrole Synthesis by [3+2] Cyclization

Synthetic Communications

Volumn 21, Issue 18-19, 1991, Pages 1971-1979

  Ansari, M Aslam ^a   Craig, J Cymerman ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

PYRROLE DERIVATIVE;

ARTICLE; REACTION ANALYSIS; SYNTHESIS;

EID: 0025902377     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397919108021790     Document Type: Article

References (13)

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2. 2. Bird, C.W. and Cheeseman, G.W.H. (Eds.), “Comprehensive Heterocyclic Chemistry,” Pergamon Press, Oxford, 1984; vol. 4, part 3, pp. 341–342.
3. 3. Kleinsphen, G.G., J. Am. Chem. Soc., 1955, 77, 1546.
4. 4. Clezy, P.S., Fookes, C.J.R., and Hai, T.T., Aust. J. Chem., 1978, 31, 365.
5. 5. Paine, J.B., Brough, J.R., Buller, K.K., and Erikson, E.E., J. Org. Chem., 1987, 52, 3986.
6. 6. Zavyalov, S.I., Mustafaeva, I.F., Aronova, N.I., and Makhova, N.N., Proc. Acad. Sci. U.S.S.R. (Engl, transl.), 1973, 2505.
7. 7. Corey, E.J. and Cane, D.E., J. Org. Chem., 1971, 36, 3070.
8. 8. It was observed that (2) is soluble in alkali and cannot be extracted from alkaline solution.
9. 9. Bach, N.J., Kornfeld, E.C., Jones, N.D., Chaney, M.O., Dorman, D.E., Paschal, J.W., Clemens, J.A., and Smalstig, E.G., J. Med. Chem., 1980, 23, 481.
10. 10. Hershenson, F.M. and Pavia, M.R., Synthesis, 1988, 999.
11. 11. Stang, P.J. and Treptow, W., Synthesis, 1980, 283.
12. 12. March, J., “Advanced Organic Chemistry,” J. Wiley, New York, 3rd edition, 1985; p. 842.
13. 13. Brown, H.C. and Kanner, B.J., J. Am. Chem. Soc., 1953, 75, 3865. (Received in USA 20 May, 1991)