Microwave assisted solid additive effects in simple dry chlorination reactions with n-chlorosuccinimide

Tetrahedron

Volumn 66, Issue 11, 2010, Pages 2061-2065

  Bucos, Madalina ^a   Villalonga Barber, Carolina ^a   Micha Screttas, Maria ^a   Steele, Barry R ^a   Screttas, Constantinos G ^a   Heropoulos, Georgios A ^a  

^a INSTITUTE OF BIOLOGY   (Greece)

Author keywords

Dry halogenation; Microwave assisted synthesis; N Chlorosuccinimide; Passive heating elements; Solid additives

Indexed keywords

N CHLOROSUCCINIMIDE; SUCCINIMIDE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHLORINATION; MICROWAVE RADIATION; PRIORITY JOURNAL;

EID: 76449121190     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2010.01.033     Document Type: Article

References (53)

1. Loupy A. Microwaves in Organic Synthesis (2006), Wiley-VCH, Weinheim
2. Hayes B.L. Microwave Synthesis: Chemistry at the Speed of Light (2002), CEM Publishing, Matthews, North Carolina, NC
3. Tierney J.P., and Lidström P. Microwave-Assisted Organic Synthesis (2005), Blackwell Science, Oxford
4. Kappe C.O., and Stadler A. Microwaves in Organic and Medicinal Chemistry (2005), Wiley-VCH, Weinheim
5. Wasserscheid P., and Welton T. Ionic liquids in synthesis (2003), Wiley-VCH, Weinheim
6. Welton T. Chem. Rev. 99 (1999) 2071-2083
7. May K.G., Nearhoof E.H., and Kiddle J.J. Org. Lett. 4 (2002) 1567-1570
8. Xie X., Lu J., Chen B., Han J., She X., and Pan X. Tetrahedron Lett. 45 (2004) 809-811
9. Shieh W.C., Lozanov M., and Repič O. Tetrahedron Lett. 44 (2003) 6943-6945
10. Peng Y., and Song G. Catal. Commun. 8 (2007) 111-114
11. Leadbeater N.E., and Torenius H.M. J. Org. Chem. 67 (2002) 3145-3148
12. Hoffmann J., Nuchter M., Ondruschka B., and Wasserscheid P. Green Chem. 5 (2003) 296-299
13. Van Der Eycken E., Appukkuttan P., De Borggraeve W., Dehaen W., Dallinger D., and Kappe C.O. J. Org. Chem. 67 (2002) 7904-7907
14. Orru R.V.A., and De Greef M. Synthesis (2003) 1471-1499
15. Ranu B.C., and Hajra A. Tetrahedron 57 (2001) 4767-4773
16. Varma R.S., and Kumar D. Tetrahedron Lett. 40 (1999) 7665-7669
17. Balalaie S., and Arabanian A. Green Chem. 2 (2000) 274-276
18. Ranu B.C., Hajra A., and Jana U. Synlett (2000) 75-76
19. Cannon K.C., and Krow G.R. Handbook of Grignard Reagents (1996), Dekker, New York, NY
20. Davis S.G. Organotransition Metal Chemistry: Applications to Organic Synthesis (1982), Pergamon, Oxford
21. Beletskaya I.P., and Cheprakov A.V. Chem. Rev. 100 (2000) 3009-3066
22. Meijere A., and Meyer F.E. Angew. Chem., Int. Ed. Engl. 33 (1994) 2379-2411
23. Cabri W., and Candiani I. Acc. Chem. Res. 28 (1995) 2-7
24. Prakash G.K.S., Mathew T., Hoole D., Esteves P.M., Wang Q., Rasul G., and Olah G.A. J. Am. Chem. Soc. 126 (2004) 15770-15776
25. Lee J.C., Bae Y.H., and Chang S.K. Bull. Korean Chem. Soc. 24 (2003) 407-408
26. Bovonsombat P., and McNelis E. Synthesis (1993) 237-241
27. Das B., Venkateswarlu K., Mahender G., and Mahender I. Tetrahedron Lett. 46 (2005) 3041-3044
28. Sadashiv K., and Yadav J.S. Tetrahedron Lett. 47 (2006) 991-995
29. Yadav J.S., Reddy B.V.S., Reddy R.S.R., Basak A.K., and Narsaiah A.V. Adv. Synth. Catal. 346 (2004) 77-82
30. Chen C.L., Sparks S.M., and Martin S.F. J. Am. Chem. Soc. 128 (2006) 13696-13697
31. Ahmad S.M., Braddock D.C., Cansell G., and Hermitage S.A. Tetrahedron Lett. 48 (2007) 915-918
32. Pravsta I., Zupana M., and Stavber S. Tetrahedron 64 (2008) 5191-5199
33. Djerassi C. Chem. Rev. 48 (1948) 271-317
34. Smith M.B., and March J. Advanced Organic Chemistry. 5th ed. (2001), John Wiley and Sons, New York, NY 911-914
35. Offerman W., and Vögtle F. Angew. Chem., Int. Ed. Engl. 6 (1980) 464-465
36. Schmid H. Helv. Chim. Acta 29 (1946) 1144-1151
37. Tanemura K., Suzuki T., Nishida Y., Satsumabayashi K., and Horaguchi T. Chem. Lett. 32 (2003) 932-933
38. Togo H., and Hirai T. Synlett (2003) 702-704
39. Podgorsêk A., Stavber S., Zupan M., and Iskra J. Tetrahedron Lett. 47 (2006) 1097-1099
40. Podgorsêk A., Stavber S., Zupan M., and Iskra J. Tetrahedron Lett. 47 (2006) 7245-7247
41. Shaw H., Perlmutter H.D., Gu C., Arco S.D., and Quibuyen T.O. J. Org. Chem. 62 (1997) 236-237
42. Heropoulos G.A., Cravotto G., Screttas C.G., and Steele B.R. Tetrahedron Lett. 48 (2007) 3247-3250
43. Kremsner J.M., and Kappe C.O. J. Org. Chem. 71 (2006) 4651-4658
44. Gonda J., Martinková M., Zadrošová A., Šoteková M., Raschmanová J., Čonka P., Gajdošiková E., and Kappe C.O. Tetrahedron Lett. 48 (2007) 6912-6915
45. Obermayer D., Gutmann B., and Kappe C.O. Angew. Chem., Int. Ed. 48 (2009) 1-5
46. Kappe C.O. Chem. Soc. Rev. 37 (2008) 1127-1139
47. 3.0 mmol p-xylene, 3.0 mmol NCS and 3.0 mmol salt (1.5 mmol LiCl and 1.5 mmol CsCl).
48. Hamers R.J. Surf. Sci. 583 (2005) 1-3
49. Trenhaile B.R., Antonov V.N., Xu G.J., Nakayana K.S., and Weaver J.H. Surf. Sci. 583 (2005) 135-141
50. Silvera, I.F.; Vredevoe, L.A.; Phonon generation handling and detection, U.S. Patent, 3,693,104, 1972.
51. Hong X., Chen S., and Dlott D.D. J. Phys. Chem. 99 (1995) 9102-9109
52. Dlott D.D. In: Thompson D., Brill T., and Shaw R. (Eds). Overviews of Recent Research on Energetic Materials (2005), World Scientific Publishing, Singapore
53. Carter J.A., Wang Z., and Dlott D.D. J. Phys. Chem. A 112 (2008) 3523-3529