Trifluoromethanesulfonic acid promoted Dakin-West reaction: An efficient and convenient synthesis of β-acetamido ketones

Journal of Chemical Sciences

Volumn 124, Issue 2, 2012, Pages 495-500

  Kumbhare, Ravindra M ^a   Sridhar, Madabhushi ^a  

^a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

Acetamido ketones; Dakin West reaction; multicomponent synthesis; trifluoromethanesulfonic acid

Indexed keywords

ACETAMIDO; ACETOPHENONES; AROMATIC ALDEHYDE; DAKIN-WEST REACTION; MULTICOMPONENT SYNTHESIS; TRIFLUOROMETHANE SULFONIC ACID;

ACETONITRILE; ALDEHYDES; SYNTHESIS (CHEMICAL);

KETONES;

EID: 84863199472     PISSN: 09743626     EISSN: 09737103     Source Type: Journal    
DOI: 10.1007/s12039-011-0183-3     Document Type: Article

References (24)

1. J Barluenga AL Viado E Aguilar S Fustero B Olano 1993 J. Org. Chem. 58 5972 10.1021/jo00074a024 1:CAS:528:DyaK3sXmt1Kgtb0%3D
2. D Enders M Moser G Geibel MC Laufer 2004 Synthesis 12 2040 10.1055/s-2004-829142
3. M Mukhopadhyay B Bhatia J Iqbal 1997 Tetrahedron Lett. 38 1083 10.1016/S0040-4039(96)02474-4 1:CAS:528:DyaK2sXhtFCmtbc%3D
4. K Kobinata M Uramoto M Nishii H Kusakabe G Nakamura K Isono 1980 Agric. Biol. Chem. 44 1709 10.1271/bbb1961.44.1709 1:CAS:528:DyaL3cXlvFygur0%3D
5. U Daehn H Hagenmaier H Hoehne WA Koenig G Wolf H Zaehner 1976 Arch. Microbiol. 107 249 10.1007/BF00425335
6. HD Dakin R West 1928 J. Biol. Chem. 78 745 1:CAS:528:DyaB1cXjtlSiuw%3D%3D
7. IN Rao EN Prabhakaran SK Das J Iqbal 2003 J. Org. Chem. 68 4079 10.1021/jo020559c 1:CAS:528:DC%2BD3sXjtVGhtL4%3D
8. D Bahulayan SK Das J Iqbal 2003 J. Org. Chem. 68 5735 10.1021/jo020734p 1:CAS:528:DC%2BD3sXktlGqsL4%3D
9. G Pandey RP Singh A Garg VK Singh 2005 Tetrahedron Lett. 46 2137 10.1016/j.tetlet.2005.01.118 1:CAS:528:DC%2BD2MXhs12ntbc%3D
10. R Ghosh S Maiti A Chakraborty 2005 Synlett. 1 115 10.1055/s-2004-836024
11. R Ghosh S Maiti A Chakraborty S Chakraborty AK Mukherjee 2006 Tetrahedron 62 4059 10.1016/j.tet.2006.02.037 1:CAS:528:DC%2BD28XjslCgsro%3D
12. MM Heravi L Ranjbar F Derikvand FF Bamoharram 2007 Catal. Commun. 8 289 10.1016/j.catcom.2006.06.011 1:CAS:528:DC%2BD28Xht1ykt7nK
13. MM Heravi L Ranjbar F Derikvand FF Bamoharram 2007 J. Mol. Catal., A Chem. 271 28 10.1016/j.molcata.2007.02.023 1:CAS:528:DC%2BD2sXlt1Kgu74%3D
14. B Das KR Reddy R Ramu P Thirupathi B Ravikanth 2006 Synlett. 11 1756 10.1055/s-2006-944208
15. B Das KR Reddy 2006 Helv. Chim. Acta 89 3109 10.1002/hlca.200690279 1:CAS:528:DC%2BD2sXms1Wgsw%3D%3D
16. MT Maghsoodlou A Hassankhani HR Shaterian SM Habibi Khorasani E Mosaddegh 2007 Tetrahedron Lett. 48 1729 10.1016/j.tetlet.2007.01.060 1:CAS:528:DC%2BD2sXhsFyrsbc%3D
17. AT Khan LH Choudhury T Parvin MA Ali 2006 Tetrahedron Lett. 47 8137 10.1016/j.tetlet.2006.09.041 1:CAS:528:DC%2BD28XhtVyksLzJ
18. L Coulombel E Dunach 2004 Green Chem. 6 499 10.1039/b408760g 1:CAS:528:DC%2BD2cXoslykurw%3D
19. R Dumeunier IE Marko 2004 Tetrahedron Lett. 45 825 10.1016/j.tetlet.2003. 11.034 1:CAS:528:DC%2BD3sXhtVSiu77M
20. L Carosi H Lachance DG Hall 2005 Tetrahedron Lett. 46 8981 10.1016/j.tetlet.2005.10.115 1:CAS:528:DC%2BD2MXht1Git7%2FP
21. M Abid L Teixeira B Török 2007 Tetrahedron Lett. 48 4047 10.1016/j.tetlet.2007.04.021 1:CAS:528:DC%2BD2sXlt1KjsLY%3D
22. M Abid L Teixeira B Török 2008 Org. Lett. 10 933 10.1021/ol703095d 1:CAS:528:DC%2BD1cXhsFeiu7c%3D
23. E Rafiee F Tark M Joshaghani 2006 Bio. Med. Chem. Lett. 16 1221 10.1016/j.bmcl.2005.11.080 1:CAS:528:DC%2BD28XoslyqtQ%3D%3D
24. R Ghosh S Maiti A Chakraborty 2005 Synlett 01 115 10.1055/s-2004-836024