Journal
MOLECULES
Volume 26, Issue 7, Pages -Publisher
MDPI
DOI: 10.3390/molecules26071897
Keywords
cyclic organoiodine(III) compounds; Oxone(®); water; solvolytic functionalization; mild condition; metal-free; 2-iodosobenzoic acid
Funding
- JSPS [20K15103, JP19K05466]
- Ritsumeikan Global Innovation Research Organization (R-GIRO) project [JP19K05466]
- Grants-in-Aid for Scientific Research [20K15103] Funding Source: KAKEN
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A convenient method for preparing nonexplosive cyclic hypervalent iodine(III) oxidants using Oxone(R) in aqueous solution at room temperature has been reported. The obtained 2-iodosobenzoic acids (IBAs) can serve as precursors for other cyclic organoiodine(III) derivatives, providing excellent yields without contamination by hazardous pentavalent iodine(III) compounds.
We report a convenient and practical method for the preparation of nonexplosive cyclic hypervalent iodine(III) oxidants as efficient organocatalysts and reagents for various reactions using Oxone(R) in aqueous solution under mild conditions at room temperature. The thus obtained 2-iodosobenzoic acids (IBAs) could be used as precursors of other cyclic organoiodine(III) derivatives by the solvolytic derivatization of the hydroxy group under mild conditions of 80 degrees C or lower temperature. These sequential procedures are highly reliable to selectively afford cyclic hypervalent iodine compounds in excellent yields without contamination by hazardous pentavalent iodine(III) compound.
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