Subscribe to RSS
Please copy the URL and add it into your RSS Feed Reader.
https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000083.xml
Synlett 2009(9): 1520-1521
DOI: 10.1055/s-0029-1217180
DOI: 10.1055/s-0029-1217180
SPOTLIGHT
© Georg Thieme Verlag
Stuttgart ˙ New York
Iodoxybenzene (PhIO2)
Further Information
Publication History
Publication Date:
18 May 2009 (online)
Introduction
Iodoxybenzene (PhIO2, mp 230 ˚C) is the first organic compound of iodine(V) prepared by Willgerodt 100 years ago. [¹] Specifically, it can be prepared by disproportionation of iodosylbenzene under steam distillation. [²] Ten years ago iodoxybenzene has been used for the synthesis of cadalenquinone, [³a] unsaturated carbonyl compounds [³b-c] , oxodienes, [³d-e] , epoxides, [³f] quinine imines, [³g] and sulfones. [³h] In this Spotlight recent applications using PhIO2 in organic syntheses are summarized.
- 1
Willgerodt C. Die Organischen Verbindungen mit Mehrwertigem Jod Enke Verlag; Stuttgart: 1914. - 2
Willgerodt C. J. Prakt. Chem. 1886, 33: 154 -
3a
Reddy N.Kesavulu Rao.G SK. Indian J. Chem., Section B: Org, Chem. Incl. Med. Chem. 1987, 26B: 920 -
3b
Barton DHR.Crich D. Tetrahedron 1985, 41: 4359 -
3c
Gleiter R.Mueller G. J. Org. Chem. 1988, 53: 3912 -
3d
Künzer H.Sauer G.Wiechert R. Tetrahedron 1989, 45: 6409 -
3e
Iida T.Nishida S.Chang FC.Niwa T.Goto J.Nambara T. Chem. Pharm. Bull. 1993, 41: 763 -
3f
Barret R.Sabot JP.Pautet F.Cerf P.Daudon M. Oxidation Communications 1989, 12: 55 -
3g
Barret R.Daudon M. 1990, 20: 1543 -
3h
Barret R.Pautet F.Bordat P.Tinland B.Daudon M. Phosphorus, Sulfur and Silicon and the Related Elements 1989, 45: 31 -
4a
Sharefkin JG.Saltzman H. Org. Synth. 1963, 43: 65 -
4b
Kazmierczak P.Skulski L.Kraszkiewicz L. Molecules 2001, 6: 881 -
5a
Tohma H.Takizawa S.Watanabe H.Fukuoka Y.Maegawa T.Kita Y. J. Org. Chem. 1999, 64: 3519 -
5b
Tohma H.Takizawa S.Morioka H.Maegawa T.Kita Y. Chem. Pharm. Bull. 2000, 48: 445 -
6a
Mielniczak G.Lopusinski A. Synlett 2001, 505 -
6b
Mielniczak G.Lopusinski A. Heteroatom Chem. 2003, 14: 121 - 7
Mielniczak G.Lopusinski A. Heteroatom Chem. 2008, 19: 530 -
8a
Crich D.Zou Y. Org. Lett. 2004, 6: 775 -
8b
Crich D.Zou Y. J. Org. Chem. 2005, 70: 3309 - 9
Mu RZ.Liu ZQ.Yang ZJ.Liu ZG.Wu LM.Liu ZL. Adv. Synth. Catal. 2005, 347: 1333