Synthesis of 4-methylene-4H-benzo[d][1,3]thiazines via a tandem reaction of 1-(2-alkynylphenyl)ketoximes with Lawesson's reagent

Chemical Communications

Volumn 47, Issue 34, 2011, Pages 9708-9710

  Qiu, Guanyinsheng ^a   Hu, Yi ^a   Ding, Qiuping ^a   Peng, Yiyuan ^a   Hu, Xiangzheng ^c   Wu, Jie ^b  

^a JIANGXI NORMAL UNIVERSITY   (China)

^b FUDAN UNIVERSITY   (China)

^c TIANJIN UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

ALKYNYL GROUP; BENZENE DERIVATIVE; CARBENE; CYANURIC ACID; INDIUM CHLORIDE; LAWESSON REAGENT; OXIME DERIVATIVE; REAGENT; THIAZINE DERIVATIVE; THIOAMIDE; UNCLASSIFIED DRUG;

ARTICLE; BECKMANN REARRANGEMENT; CATALYSIS; CATALYST; CYCLIZATION; QUANTUM YIELD; REACTION ANALYSIS; SYNTHESIS;

EID: 80051766080     PISSN: 13597345     EISSN: 1364548X     Source Type: Journal    
DOI: 10.1039/c1cc12937f     Document Type: Article

References (56)

1. R. E. Gawly Org. React. 1988 35 1
2. M. B. Smith and J. March, Advanced Organic Chemistry, John Wiley & Sons, New York, 5th edn 2001, p. 1415 and references therein
3. L. Kürti and B. Czakó, Strategic Applications of Named Reactions in Organic Synthesis, Elsevier Academic Press, 2005
4. M. Boero T. Ikeshoji C. C. Liew K. Terakura M. Parrinello J. Am. Chem. Soc. 2004 126 6280
5. L. De Luca G. Giacomelli A. Porcheddu J. Org. Chem. 2002 67 6272
6. A. Zicmanis S. Katkevica P. Mekss Catal. Commun. 2009 10 614
7. H. J. Pi J. D. Dong N. An W. T. Du W. P. Deng Tetrahedron 2009 65 7790
8. M. Z. Zhu C. T. Cha W. P. Deng X. X. Shi Tetrahedron Lett. 2006 47 4861
9. M. Hashimoto Y. Obora S. Sakaguchi Y. Ishii J. Org. Chem. 2008 73 2894
10. A. B. Fernandez M. Boronat T. Blasco A. Corna Angew. Chem., Int. Ed. 2005 44 2370
11. Y. Furuya K. Ishihara H. Yamamoto J. Am. Chem. Soc. 2005 127 11240
12. A. Armstrong J. C. Collins Angew. Chem., Int. Ed. 2010 49 2282
13. A. R. Katritzky S. Rachwal Chem. Rev. 2010 110 1564
14. M. A. P. Martins C. P. Frizzo D. N. Moreira L. Buriol P. Machado Chem. Rev. 2009 109 4140
15. M. Alvarez-Corral M. Munoz-Dorado I. Rodriguez-Garcia Chem. Rev. 2008 108 3174
16. A. Minatti K. Muniz Chem. Soc. Rev. 2007 36 1142
17. G. Zeni R. C. Larock Chem. Rev. 2006 106 4644
18. M. Schmittel A. Mahajan J.-P. Steffen Synthesis 2004 415
19. W.-C. Hsu T.-M. Tao K.-C. Liu Chin. Pharm. J. (Taipei, Taiwan) 2005 57 43
20. W.-C. Hsu T.-M. Tao T.-C. Chou Y.-A. Ding K.-C. Liu Chin. Pharm. J. (Taipei, Taiwan) 2002 54 331
21. O. Morgenstern R. Schuster M. Finke P. H. Richter Pharmazie 1996 51 458
22. Y. Sato S. Maeda Jpn. Kokai Tokkyo Koho, JP 05279662 1993 12
23. R. Hull P. J. Van den Broek M. L. Swain J. Chem. Soc., Perkin Trans. 1 1975 922
24. Q. Ding J. Wu J. Comb. Chem. 2008 10 541
25. S. Li J. Wu Org. Lett. 2011 13 712
26. Z. Chen D. Zheng J. Wu Org. Lett. 2011 13 848
27. Y. Luo X. Pan J. Wu Org. Lett. 2011 13 1150
28. Y. Luo L. Hong J. Wu Chem. Commun. 2011 47 5298
29. Z. Chen C. Ye L. Gao J. Wu Chem. Commun. 2011 47 5623
30. J. Montgomery Angew. Chem., Int. Ed. 2004 43 3890
31. E. Negishi C. Coperet S. Ma S. Y. Liou F. Liu Chem. Rev. 1996 96 365
32. L. F. Tietze Chem. Rev. 1996 96 115
33. R. Grigg V. Sridharan J. Organomet. Chem. 1999 576 65
34. T. Miura M. Murakami Chem. Commun. 2007 217
35. M. Malacria Chem. Rev. 1996 96 289
36. K. C. Nicolaou T. Montagnon S. A. Snyder Chem. Commun. 2003 551
37. K. C. Nicolaou D. J. Edmonds P. G. Bulger Angew. Chem., Int. Ed. 2006 45 7134
38. D. Enders C. Grondal M. R. M. Hüttl Angew. Chem., Int. Ed. 2007 46 1570
39. L. F. Tietze, G. Brasche and K. Gericke, Domino Reactions in Organic Synthesis, Wiley-VCH, Weinheim, Germany, 2006
40. G. Qiu Q. Ding H. Ren Y. Peng J. Wu Org. Lett. 2010 12 3975
41. H. Ren Y. Luo S. Ye J. Wu Org. Lett. 2011 13 2552
42. S. Ye H. Wang J. Wu ACS Comb. Sci. 2011 13 120
43. S. Ye K. Gao J. Wu Adv. Synth. Catal. 2010 352 1746
44. S. Ye H. Wang J. Wu Eur. J. Org. Chem. 2010 6436
45. Z. Chen X. Yu M. Su X. Yang J. Wu Adv. Synth. Catal. 2009 351 2702
46. Q. Ding Z. Wang J. Wu J. Org. Chem. 2009 74 921
47. Q. Ding Z. Wang J. Wu Tetrahedron Lett. 2009 50 198
48. Q. Ding J. Wu Adv. Synth. Catal. 2008 350 1850
49. H.-S. Yeom J.-E. Lee S. Shin Angew. Chem., Int. Ed. 2008 47 7040
50. H.-S. Yeom S. Kim S. Shin Synlett 2008 924
51. Z. Huo H. Tomeba Y. Yamamoto Tetrahedron Lett. 2008 49 5531
52. D. Bernardi L. A. Ba G. Kirsch Synlett 2007 2121
53. S. V. Rajender K. Dalip Org. Lett. 1999 1 697
54. G. Evindar R. A. Batey J. Org. Chem. 2006 71 1802
55. Q. Ding X. Huang J. Wu J. Comb. Chem. 2009 11 1047
56. C. D. Gabbutt J. D. Hepworth B. M. Heron J. Chem. Soc., Perkin Trans. 1 1992 2603