Desulfonylation of Amides Using Samarium Iodide

Synlett

Volumn 1997, Issue 3, 1997, Pages 271-272

  Knowles, Haydn ^a   Parsons, Andrew F ^a   Pettifer, Robert M ^a  

^a UNIVERSITY OF YORK   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0003014574     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1997-771     Document Type: Article

References (18)

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6. Keck, G.E.; McHardy, S.F.; Wager, T.T. Tetrahedron Lett. 1995, 36, 7419. Chiara, J.L.; Destabel, C.; Gallego, P.; Marco-Contelles, J. J. Org. Chem. 1996, 61, 359.
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10. 3SnH, AIBN, toluene, 110°C) see Parsons, A.F.; Pettifer, R.M. Tetrahedron Lett. 1996, 37, 1667.
11. 2 was purchased as a 0.1M solution in tetrahydrofuran from the Aldrich Chemical Company.
12. 4), and evaporated in vacuo to afford crude product which was purified by column chromatography (silica). (The aqueous work-up was found not to be essential and in a few cases the reaction mixture was simply evaporated under reduced pressure to afford crude product).
13. All new compounds exhibited satisfactory spectral and analytical (high resolution mass) data.
14. Ogawa, A.; Takami, N.; Sekiguchi, M.; Ryu, I.; Kambe, N.; Sonoda, N. J. Am. Chem. Soc. 1992, 114, 8729.
15. Reaction of the corresponding N-acetyl derivative (under the same reaction conditions) was unsuccessful.
16. Hamada, T.; Nishida, A.; Yonemitsu, O. J. Am. Chem. Soc. 1986, 108, 140. Art, J.F.; Kestemont, J.P.; Soumillion, J. Ph. Tetrahedron Lett. 1991, 32, 1425.
17. Hamada, T.; Nishida, A.; Yonemitsu, O. J. Am. Chem. Soc. 1986, 108, 140. Art, J.F.; Kestemont, J.P.; Soumillion, J. Ph. Tetrahedron Lett. 1991, 32, 1425.
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