Preparation of 1,1′-Oxy-bis(3,3-bis(trifluoromethyl)-3(1H)-1,2-benziodoxole) and 2-(N-(p-Toluenesulfonyl)imino)iodobenzylmethyl Ether

Abstract

Conditions for improved preparation of the crystalline iodine(III) reagents [1,2-C₆H₄(C(CF₃)₂OI)]₂O and 1,2-C₆H₄(CH₂OMe)(I=NTs) are presented together with their x-ray structures. The former is prepared by hydrolysis of 1,2-C₆H₄(C(CF₃)₂OICl (x-ray) and allows the preparation of cyclic sulfates from alkenes; the latter fashions sulfamidate under related conditions.

Keywords:

• Alkene functionalization
• hypervalent iodine reagents
• nitrene precursor
• x-ray

ACKNOWLEDGMENTS

Financial support from the European Union (EU) associated with the Ligbank® project (FP6-NMP3-C-2003-505267) and the COST (European Cooperation in the field of Scientific and Technical Research) program is acknowledged. One of us (A. N.) is grateful to GlaxoSmithKline for the provision of a studentship.