Efficient and selective halogenation of allylic and benzylic alcohols under mild conditions

Monatshefte fur Chemie

Volumn 135, Issue 10, 2004, Pages 1251-1255

  Bandgar, Babasaheb P ^a   Bettigeri, Sampada V ^a  

^a School of Chemical Sciences   (India)

Author keywords

Alcohols; Bromides; Halogenation; Iodides; Organic fluorides

Indexed keywords

ALCOHOL DERIVATIVE; ALLYL ALCOHOL; BENZOTRIAZOLE DERIVATIVE; BENZYL ALCOHOL DERIVATIVE; HALIDE; POTASSIUM DERIVATIVE;

ARTICLE; HALOGENATION;

EID: 7044274405     PISSN: 00269247     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00706-004-0212-8     Document Type: Article

References (32)

1. a) Chambers RD, James SR (1979) In: Barton DHR, Ollis WD (eds) Comprehensive Organic Chemistry. Pergamon Press: Oxford 1: 493;
2. b) Bohlmann R (1991) In: Trust BM, Fleming I (eds) Comprehensive Organic Synthesis. Pergamon Press: Oxford 6: 203
3. (c) Hudlicky T (1983) In: Patai S, Rapport Z (eds) Chemistry of Functional Groups, Supplement D. Wiley, New York, 1021
4. Marsden SP (1996) Contemp Org Synth 4: 118
5. Villieras J, Bacquet C, Nonnat JF (1975) Bull Chem Soc Fr 1997
6. a) Kita Y, Gotanda K, Sano A, Oka M, Murata K, Suemura M, Matsugi M (1997) Tetrahedron Lett 48: 8345;
7. b) Kita Y, Gotanda K, Sano A, Yamaguchi T, Oka M, Gotanda K, Matsugi M (1997) Tetrahedron 38: 3549;
8. c) Kita Y, Sano A, Yamaguchi T, Oka M, Gotanda K, Matsugi M (1999) J Org Chem 64: 675;
9. d) Kita Y, Nambu H, Ramesh NG, Anilkumar G, Matsugi M (2001) Org Lett 3: 1157;
10. e) Kita Y, Matsugi M (2001) In: Renaud P, Sibi MP (eds) Radicals in Organic Synthesis. Wiley-VCH, Weinheim, p 1
11. a) Mandal AK, Mahajan SW (1985) Tetrahedron Lett 26: 3863;
12. b) Vankar YD, Rao CT (1985) Tetrahedron Lett 26: 2717
13. Jung ME, Omstein PL (1977) Tetrahedron Lett 31: 2659
14. Fendez I, Garcia B, Munoz S, Pedro JR, Salud R (1993) Synlett 489
15. Martinez AG, Alvarez RM, Vilar ET, Fraile AG, Bamica JO, Hanack M, Subramanian LR (1987) Tetrahedron Lett 28: 6441
16. Stone H, Shechter H (1963) Org Synth 4: 323
17. Olah GA, Nargang SC, Gupta BGB, Malhotra R (1979) J Org Chem 44: 1247
18. Tundo P, Venturello P (1979) Synthesis 952
19. Larock RC (1999) In: Comprehensive Organic Transformation 2nd ed. Wiley VCH, New York, 695 and references cited therein
20. Anri AE, Benazza M, Gilles Demailly CF (1993) Tetrahedron Lett 34: 3741
21. Belkhouya N, Frechou C, Benazza M, Beaupere D, Gilles Demailly RU (1991) Tetrahedron Lett 32: 3977
22. a) Bose AK, Lal B (1973) Tetrahedron Lett 3937;
23. b) Hanessian S, Ponpipom MM, Lavallee P (1972) Carbohydrate Res 24: 45
24. Kamijo T, Harada H, Iizuka K (1983) Chem Pharm Bull 31: 4189
25. Camps F, Gasol V, Guerrero A (1987) Synthesis 511
26. Munyemana F, Frisque-Hesbain AM, Devos A, Ghosez L (1989) Tetrahedron Lett 30: 3077
27. Kobayashi Y, Akashi C (1968) Chem Pharma Bull 16: 1009
28. Roth G, Marshall D, Chen SH (1995) Tetrahedron Lett 36: 1609;
29. b) Ballereau S, Guedat P, Spiess B, Rehnberg N, Schiewer G (1995) Tetrahedron Lett 36: 7449
30. Shimizu M, Nakahara Y, Yoshioka H (1985) Tetrahedron Lett 26: 4207
31. Hirschmann RF, Miller R, Wood J, Jones RE (1956) J Am Chem Soc 78: 4956
32. Choudhari SS, Akamanchi KG (1999) Synlett 11: 1763