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 2002(3): 0343-0348
DOI: 10.1055/s-2002-20031
DOI: 10.1055/s-2002-20031
PAPER
© Georg Thieme Verlag Stuttgart · New York
New and Facile Synthesis of Thiosulfonates from Sulfinate/Disulfide/I2 System
Weitere Informationen
Received
27 July 2001
Publikationsdatum:
28. Juli 2004 (online)
Publikationsverlauf
Publikationsdatum:
28. Juli 2004 (online)

Abstract
Thiosulfonates were prepared by the iodine oxidative sulfenylation of sulfinates with various disulfides in good yields both in the presence and absence of solvent. One of the important biological applications of sulfenylation is the reaction of cyclic disulfides.
Key words
thiosulfonates - sulfinates - sulfenylation - cyclic disulfides - solvent free synthesis
-
1a
Weidner JP.Block SS. J. Med. Chem. 1964, 7: 671 -
1b
Block SS.Weidner JP. Develop. Ind. Microbiol. 1963, 4: 213 - 2
Block SS.Weidner JP. Mech. React. Sulfur Compd. 1968, 2: 235 - 3
Zefirof NS.Zyk NV.Beloglazkina EK.Kutateladze AG. Sulfur Report 1993, 14: 223 -
4a
Palumbo G.Ferreri C.D’Ambrocio C.Caputo R. Phosphorus Sulfur and Silicon 1984, 19: 235 ; and references cited therein -
4b
Parsons TF.Buckman JD.Pearson DE.Field L. J. Org. Chem. 1965, 30: 1923 -
4c
Fujiki K.Akieda S.Yasuda H.Sasaki Y. Synthesis 2001, 7: 1035 -
4d
Fujiki K.Yoshida E. Synth. Commun. 1999, 29(19): 3289 - 5
Stirling JM. J. Chem. Soc. 1957, 3597 -
6a
Bentley MD.Douglass JB.Lacadie JA. J. Org. Chem. 1972, 37: 333 -
6b
Billard T.Langlois BR.Large S.Anker D.Roidot N.Roure P. J. Org. Chem. 1996, 61: 7545 - 7
Clark V.Cole ER. Phosphorus Sulfur and Silicon 1994, 90: 171 - 8
Wang L.Huang X. Synth. Commun. 1993, 23: 2817 -
9a
Reid EE. Organic Chemistry of Bivalent Sulfur Vol. 1: Chemical Publishing; New York: 1958. p.270 -
9b
Kühle E. Synthesis 1970, 11: 561 - 10
Truce WE.Heuring DL.Worf GC. J. Org. Chem 1974, 39: 238 - 11
Singh R.Whitesides GM. J. Am. Chem. Soc. 1990, 112: 6304 - 12
Tanaka T.Kim YH.Oae S. Bull. Chem. Soc Jpn. 1981, 54: 1443 - 13
Scholz D. Liebig Ann. Chem. 1984, 259 - 14
Hayashi S.Furukawa M.Yamamoto J.Hamamura K. Chem. Pharm. Bull. 1967, 15: 1310 - 15
Kresze G.Kort W. Chem. Ber. 1961, 94: 2621 - 16
Berton DHR.Jaszberenyi JC.Theodorakis EA. Tetrahedron 1992, 48: 2613 - 17
Hayashi S.Ueki H.Harano S.Komiya J.Iyama S.Harano K.Miyata K. Chem. Pharm. Bull. 1964, 12: 1271