RSS-Feed abonnieren
Bitte kopieren Sie die angezeigte URL und fügen sie dann in Ihren RSS-Reader ein.
https://www.thieme-connect.de/rss/thieme/de/10.1055-s-00000084.xml
Synthesis 2006(2): 224-226
DOI: 10.1055/s-2005-918507
DOI: 10.1055/s-2005-918507
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New York
Phosphorus Pentasulfide: A Mild and Versatile Reagent for the Preparation of Thioamides from Nitriles
Weitere Informationen
Received
19 July 2005
Publikationsdatum:
21. Dezember 2005 (online)
Publikationsverlauf
Publikationsdatum:
21. Dezember 2005 (online)
![](https://www.thieme-connect.de/media/synthesis/200602/lookinside/thumbnails/10.1055-s-2005-918507-1.jpg)
Abstract
A simple, efficient, and new method has been developed for the synthesis of thioamides from nitriles. The reaction of a variety of aromatic and aliphatic nitriles in the presence of phosphorus pentasulfide afforded the corresponding thioamides in high yields. This method is easy, rapid, and high-yielding for the synthesis of thioamides from nitriles.
Key words
thioamides - nitriles - phosphorus pentasulfide - phosphorodithioates - addition reactions
-
1a
Oare DA.Sanner MA.Heathcock CH. J. Org. Chem. 1990, 55: 132 -
1b
Heathcock CH.Davidson SK.Mills SG.Sanner MA. J. Org. Chem. 1992, 57: 2531 -
1c
Magnus P.Mendoza JS.Stamford A.Ladlow M.Willis P. J. Am. Chem. Soc. 1992, 114: 10232 -
1d
Kim G.Chu-Moyer MY.Danishefsky SJ.Schulte GK. J. Am. Chem. Soc. 1993, 115: 30 -
1e
Takahata H.Banba Y.Mozumi M.Yamazaki T. Heterocycles 1986, 24: 947 -
1f
Takahata H.Yamazaki T. Heterocycles 1988, 27: 1953 -
1g
Hurd RN.Delmater GT. Chem. Rev. 1961, 61: 45 -
2a
Kindler K. Justus Liebigs Ann. Chem. 1923, 431: 187 -
2b
Zbruyev OI.Stiasni N.Kapper CO. J. Comb. Chem. 2003, 5: 145 - 3
Wang C.-H.Hwang F.-Y.Horng J.-M.Chen C.-T. Heterocycles 1979, 12: 1191 - 4
Albert A. Ber. Dtsch. Chem. Ges. 1915, 48: 470 - 5
Taylor EC.Zoltewicz JA. J. Am. Chem. Soc. 1960, 82: 2656 - 6
Liboska R.Zyka D.Bobek M. Synthesis 2002, 1649 -
7a
Benner SA. Tetrahedron Lett. 1981, 22: 1851 -
7b
Benner SA. Tetrahedron Lett. 1981, 22: 1855 - 8
Shiao MJ.Lai LL.Ku WS.Lin PY.Hwu JR. J. Org. Chem. 1993, 58: 4772 - 9
Brillon D. Synth. Commun. 1992, 22: 1397 - 10
Bagley MC.Chapaneri K.Glover C.Merritt EA. Synlett 2004, 2615 - 11
Encyclopedia of Reagents for Organic Synthesis
Vol. 6:
Paquette LA. J. Wiley & Sons; New York: 1995. p.4138 - 12
Kaboudin B.Norouzi H. Synthesis 2004, 2035 - 13
Gilbert EE.Rumanowski EJ.Newallis PE. J. Chem. Eng. Data 1968, 13: 130