Approach to trisubstituted 1 H -pyrroles from alkynoates and amines mediated by tert -butyl perbenzoate

Synlett

Volumn 24, Issue 8, 2013, Pages 991-994

  Liu, Weibing ^a   Tan, Liquan ^a   Zhou, Peng ^a   Chen, Cui ^a   Zhang, Qing ^a  

^a GUANGDONG UNIVERSITY OF PETROCHEMICAL TECHNOLOGY   (China)

Author keywords

1 H pyrroles; alkynoates; amines; cyclization; oxidation

Indexed keywords

1 PARATOLYL 1H PYRROLE 2,4 DICARBOXYLIC ACID; 1H PYRROLE DERIVATIVE; ALIPHATIC AMINE; AROMATIC AMINE; BENZOIC ACID; PEROXIDE; PYRROLE DERIVATIVE; TERT BUTYLPERBENZOIC ACID; TETRAMETHYL 1 PARA TOLYL 1H PYRROLE 2,3,4,5 TETRACARBOXYLIC ACID; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL BOND; CHEMICAL STRUCTURE; CYCLIZATION; OXIDATION; REACTION TIME; SUBSTITUTION REACTION;

EID: 84875320311     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-0032-1318505     Document Type: Article

References (28)

1. Fujimori K. In Organic Peroxides. Ando W. Wiley & Sons New York: 1992; 319
2. Cornell C. N., Sigman M. S. J. Am. Chem. Soc.: 2005; 127 2796
3. Thiboutot D., Weiss J., Bucko A., Eichenfield L., Jones T., Clark S., Liu Y., Graeber M., Kang S. J. Am. Acad. Dermatol.: 2007; 57 791
4. Christian C. F., Takeya T., Szymanski M. J., Singleton D. A. J. Org. Chem.: 2007; 72 6183
5. Michel B. W., Camelio A. M., Cornell C. N., Sigman M. S. J. Am. Chem. Soc.: 2009; 131 6076
6. Jones K. M., Tomkinson N. C. O. J. Org. Chem.: 2012; 77 921
7. Li Y. C., Lee T. B., Wang T. Y., Gamble A. V., Gorden A. E. V. J. Org. Chem.: 2012; 77 4628
8. Xiao F. H., Liu Y., Tang C. L., Deng G. J. Org. Lett.: 2012; 14 984
9. Barson C. A., Bevington J. C. J. Polym. Sci., Part A: Polym. Chem.: 1997; 35 2955
10. Lai D. Y., Woo Y., Argus M. F., Arcos J. C. J. Environ. Sci. Health C: Environ. Carcinog. Ecotoxicol. Rev.: 1997; 14 63
11. Safety and Handling of Organic Peroxides: A Guide, Organic Peroxide Producers Safety Division. The Society of the Plastics Industry (SPI), Inc Washington DC: 1999
12. Peroxy Compounds, Organic In Ullmanńs Encyclopedia of Industrial Chemistry. Vol. 26 VCH Weinheim: 2000; 325
13. Anbarasan R., Babot O., Maillard B. J. Appl. Polym. Sci.: 2004; 93 75
14. Asandei A. D., Saha G. J. Polym. Sci., Part A: Polym. Chem.: 2006; 44 1106
15. Braunecker W., Matyjaszewski K. Prog. Polym. Sci.: 2007; 32 93
16. Sciannamea V., Jerome R., Detrembleur C. Chem. Rev.: 2008; 108 1104
17. Chen F., Shen T., Cui Y. X., Jiao N. Org. Lett.: 2012; 14 4926
18. Cheng G. L., Wang X. Y., Bao H. L., Cheng C. J., Liu N., Hu Y. F. Org. Lett.: 2012; 14 1062
19. Padwa A., Wong G. S. K. J. Org. Chem.: 1986; 51 3125
20. Liu W. B., Jiang H. F., Huang L. B. Org. Lett.: 2010; 12 312
21. Hargrove A. E., Raskatov J. A., Meier J. L., Montgomery D. C., Dervan P. B. J. Med. Chem.: 2012; 55 5425
22. Stout E. P., Morinaka B. I., Wang Y. G., Romo D., Molinski T. F. J. Nat. Prod.: 2012; 75 527
23. Köck M., Schmidt G., Seiple I. B., Baran P. S. J. Nat. Prod.: 2012; 75 127
24. Arikawa Y., Nishida H., Kurasawa O., Hasuoka A., Hirase K., Inatomi N., Hori Y., Matsukawa J., Imanishi A., Kondo M., Tarui N., Hamada T., Takagi T., Takeuchi T., Kajino M. J. Med. Chem.: 2012; 55 4446
25. Sawaki Y. In Organic Peroxides. Ando W. Wiley & Sons New York: 1992; 425
26. Buback M., Sandmann J. Z. Phys. Chem.: 2000; 214 583
27. Tseng J. M. Ind. Eng. Chem. Res.: 2011; 50 4783
28. Abel B., Assmann J., Botschwina P., Buback M., Kling M., Oswald R., Schmatz S., Schroeder J., Witte T. J. Phys. Chem. A: 2003; 107 5157