4.3 Article

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

Journal

SYNTHETIC COMMUNICATIONS
Volume 39, Issue 6, Pages 1065-1075

Publisher

TAYLOR & FRANCIS INC
DOI: 10.1080/00397910802474990

Keywords

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

Funding

  1. European Union (EU) [FP6-NMP3-C-2003-505267]
  2. COST (European Cooperation in the field of Scientific and Technical Research) program
  3. GlaxoSmithKline

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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.

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