Synthesis of indolines and quinoline Via cyclization of N-arylsulfonyl-2-allylanilines catalyzed by brønsted acid

Heterocycles

Volumn 68, Issue 1, 2006, Pages 23-31

  Yin, Yan ^a   Zhao, Gang ^a  

^a SHANGHAI INSTITUTE OF ORGANIC CHEMISTRY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33646865461     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/COM-05-10547     Document Type: Article

References (47)

1. Roesky P.W., and Müller T.E. Angew. Chem., Int. Ed. 42 (2003) 2708
2. Müller T.E., and Beller M. Chem. Rev. 98 (1998) 675
3. Roundhill D.M. Chem. Rev. 92 (1992) 1
4. Brunet J.J., Neubecker D., and Niedercorn F. J. Mol. Catal. 49 (1989) 235
5. Hartung C.G., Breindl C., Tillack A., and Beller M. Tetrahedron 56 (2000) 5157
6. Beller M., Breindl C., Riermeier T.H., Eichberger M., and Trauthwein H. Angew. Chem., Int. Ed. 37 (1998) 3389
7. Fujita T., Suga K., and Watanabe S. Aust. J. Chem. 27 (1974) 531
8. Narita T., Imai N., and Tsuruta T. Bull. Chem. Soc. Jpn. 46 (1973) 1242
9. Schlott R.J., Falk J.C., and Narducy K.W. J. Org. Chem. 37 (1972) 4243
10. Howk B.W., Little E.L., Scott S.L., and Whitman G.M. J. Am. Chem. Soc. 76 (1954) 1899
11. Wegler R., and Pieper G. Chem. Ber. 83 (1950) 1
12. Schlummer B., and Hartwig J.F. Org. Lett. 4 (2002) 1471
13. Haskins C.M., and Knight D.W. Chem. Commun. (2002) 2724
14. Miura K., Hondo T., Nakagawa T., Takahashi T., and Hosomi A. Org. Lett. 2 (2000) 385
15. Knight P.D., Munslow I., O'Shaughnessy P.N., and Scott P. Chem. Commun. (2004) 894
16. Ackermann L., Bergman R.G., and Loy R.N. J. Am. Chem. Soc. 125 (2003) 11956
17. Tillack A., Castro I.G., Hartung C.G., and Beller M. Angew. Chem., Int. Ed. 41 (2002) 2541
18. Heutling A., and Doye S. J. Org. Chem. 67 (2002) 1961
19. Lira R., and Wolfe J.P. J. Am. Chem. Soc. 126 (2004) 13906
20. Fadini L., and Togni A. Chem. Commun. (2003) 30
21. Utsunomiya M., Kuwano R., Kawatsura M., and Hartwig J.F. J. Am. Chem. Soc. 125 (2003) 5608
22. Shimada T., and Yamamoto Y. J. Am. Chem. Soc. 124 (2002) 12670
23. Hegedus L.S., and McKearin J.M. J. Am. Chem. Soc. 104 (1982) 2444
24. Hong S., and Marks T.J. Acc. Chem. Res. 37 (2004) 673
25. Stubbert B.D., Stern C.L., and Marks T.J. Organometallics 22 (2003) 4836
26. Giardello M.A., Conticello V.P., Brard L., Gagne M.R., and Marks T.J. J. Am. Chem. Soc. 116 (1994) 10241
27. Zhao H., He X.S., Thurkauf A., Hoffman D., Kieltyka A., Brodbeck R., Primus R., and Wasley J.W.F. Bioorg. Med. Chem. Lett. 12 (2002) 3111
28. Kim W.G., Kim J.P., Koshino H., Kazuo S.Y., Seto H., and Yoo I.D. Tetrahedron 53 (1997) 4309
29. Matsuoka H., Kato N., Ohi N., Miyamoto K., Mihara M., and Takeda Y. Chem. Pharm. Bull. 45 (1997) 1146
30. Danishefsky S., Berman E.M., Ciufolini M., Etheredge S.J., and Segmuller B.E. J. Am. Chem. Soc. 107 (1985) 3891
31. Sherman E.S., Chemler S.R., Tan T.B., and Gerlits O. Org. Lett. 6 (2004) 1573
32. Bytschkov I., Siebeneicher H., and Doye S. Eur. J. Org. Chem. (2003) 2888
33. Nicolaou K.C., Roecker A.J., Hughes R., van. Summeren R., Pfefferkorn J.A., and Winssinger N. Bioorg. Med. Chem. 11 (2003) 465
34. Benali O., Miranda M.A., and Tormos R. Eur. J. Org. Chem. 14 (2002) 2317
35. Anderson W.K., and Lai G.F. Synthesis 3 (1995) 1287
36. Baldwin J.E. J. Chem. Soc., Chem. Commun. (1976) 734
37. Baldwin J.E., Cutting J., Dupont W., Kruse L., Silberman L., and Thomas R.C. J. Chem. Soc., Chem. Commun. (1976) 736
38. Hibino S., and Sugino E. Heterocycles 26 (1987) 1883
39. Subramanyam C., Noguchi M., and Weinreb S.M. J. Org. Chem. 54 (1989) 5580
40. Augustine R.L., Gustavsen A.J., Wanat S.F., Pattison I.C., Houghton K.S., and Koletar G. J. Org. Chem. 38 (1973) 3004
41. Marcot B., Rabaron A., Viel C., Bellec C., Deswarte S., and Maitte P. Can. J. Chem. 59 (1981) 1224
42. Hurd C.D., and Jenkins W.W. J. Org. Chem. 22 (1957) 1418
43. Padwa A., Austin D.J., Price A.T., and Weingarten M.D. Tetrahedron 52 (1996) 3247
44. See: references 3a and 3c.
45. Inada S., Ikado S., and Okazaki M. Chem. Lett. (1973) 1213
46. Inada S., Sodeyama Y., and Okazaki M. Nippon Kagaku Kaishi (1978) 571
47. Ames D.E., Ansari H.R., France A.D.G., Lovesey A.C., Novitt B., and Simpson R. J. Chem. Soc. (C) (1971) 3088