Insertion of arynes into thioureas: A new amidine synthesis

Organic Letters

Volumn 13, Issue 18, 2011, Pages 4946-4949

  Biswas, Kallolmay ^a   Greaney, Michael F ^a  

^a UNIVERSITY OF EDINBURGH   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

AMIDINE; BENZENE DERIVATIVE; BENZYNE; THIOUREA;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; STEREOISOMERISM; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

AMIDINES; BENZENE DERIVATIVES; CRYSTALLOGRAPHY, X-RAY; MODELS, MOLECULAR; MOLECULAR STRUCTURE; STEREOISOMERISM; THIOUREA;

EID: 80052763053     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol202049v     Document Type: Article

References (30)

1. Himeshima, Y.; Sonoda, T.; Kobayashi, H. Chem. Lett. 1983, 1211-1214
2. Yoshida, H.; Ohshita, J.; Kunai, A. Bull. Chem. Soc. Jpn. 2010, 83, 199-219
3. Peña, D.; Pérez, D.; Guitián, E. Angew. Chem., Int. Ed. 2006, 45, 3579-3581
4. McAusland, D.; Seo, S.; Pintori, D. G.; Finlayson, J.; Greaney, M. F. Org. Lett. 2011, 13, 3667-3669
5. Li, P.; Zhao, J.; Wu, C.; Larock, R. C.; Shi, F. Org. Lett. 2011, 13, 3340-3343
6. Rogness, D. C.; Larock, R. C. J. Org. Chem. 2011, 76, 4980-4986
7. Okuma, K.; Matsunaga, N.; Nagahora, N.; Shioji, K.; Yokomori, Y. Chem. Commun. 2011, 47, 5822-5824
8. Allan, K. M.; Gilmore, C. D.; Stoltz, B. M. Angew. Chem., Int. Ed. 2011, 50, 4488-4491
9. Laczkowski, K. Z.; Garcia, D.; Pena, D.; Cobas, A.; Perez, D.; Guitian, E. Org. Lett. 2011, 13, 960-963
10. Biju, A. T.; Glorius, F. Angew. Chem., Int. Ed. 2010, 49, 9761
11. Okuma, K.; Fukuzaki, Y.; Nojima, A.; Sou, A.; Hino, H.; Matsunaga, N.; Nagahora, N.; Shioji, K.; Yokomori, Y. Bull. Chem. Soc. Jpn. 2010, 83, 1238-1247
12. Hong, D.; Chen, Z.; Lin, X.; Wang, Y. Org. Lett. 2010, 12, 4608-4611
13. Dubrovskiy, A. V.; Larock, R. C. Org. Lett. 2010, 12, 3117
14. Yoshida, H.; Morishita, T.; Ohshita, J. Chem. Lett. 2010, 39, 508-509
15. Jeganmohan, M.; Bhuvaneswari, S.; Cheng, C.-H. Chem.-Asian J. 2009, 5, 153-159
16. Pintori, D. G.; Greaney, M. F. Org. Lett. 2010, 12, 168-171
17. Liu, Z.; Larock, R. C. J. Am. Chem. Soc. 2005, 127, 13112-13113
18. Yoshida, H.; Shirakawa, E.; Honda, Y.; Hiyama, T. Angew. Chem., Int. Ed. 2002, 41, 3247-3249
19. Cant, A. A.; Roberts, L.; Greaney, M. F. Chem. Commun. 2010, 8671-8673
20. Cant, A. A.; Bertrand, G. H. V.; Henderson, J. L.; Roberts, L.; Greaney, M. F. Angew. Chem., Int. Ed. 2009, 48, 5199-5202
21. Henderson, J. L.; Edwards, A. S.; Greaney, M. F. Org. Lett. 2007, 9, 5589-5592
22. DeKorver, K. A.; Johnson, W. L.; Zhang, Y.; Hsung, R. P.; Dai, H.; Deng, J.; Lohse, A. G.; Zhang, Y.-S. J. Org. Chem. 2011, 76, 5092-5103 and references therein
23. Zhang, Y.; DeKorver, K. A.; Lohse, A. G.; Zhang, Y.-S.; Huang, J.; Hsung, R. P. Org. Lett. 2009, 11, 899-902
24. Dunn, P. J. Amidines and N -Substituted Amidines. In Comprehensive Organic Functional Group Transformations II; Katritzky, A. R.; Taylor, R. J. K., Eds.; Elsevier: New York, 2005; Vol. 5, pp 655-699.
25. Scardiglia, F.; Roberts, J. D. Tetrahedron 1958, 3, 197-208
26. Bunnett, J. F.; Brotherton, T. K. J. Org. Chem. 1958, 23, 904-906
27. Bates, R. B.; Janda, K. D. J. Org. Chem. 1982, 47, 4374-4376
28. Lin, W.; Sapountzis, I.; Knochel, P. Angew. Chem., Int. Ed. 2005, 44, 4258-4261
29. Cano, R.; Ramon, D. J.; Yus, M. J. Org. Chem. 2011, 76, 654-660
30. Tambar, U. K.; Stoltz, B. M. J. Am. Chem. Soc. 2005, 127, 5340-5341