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Short Paper | Special issue | Vol 97, No. 2, 2018, pp.1248-1256
Published online, 31st May, 2018
DOI: 10.3987/COM-18-S(T)80
Facile Synthesis of Stable Uracil-Iodonium(III) Salts with Various Counterions

Naoko Takenaga,* Shohei Ueda, Takumi Hayashi, Toshifumi Dohi, and Shinji Kitagaki

*Laboratory of Medicinal Chemistry, Faculty of Pharmacy, Meijo University, 150 Yagotoyama, Tempaku-ku, Nagoya 468-8503, Japan

Abstract

Aryliodonium(III) salts, one of the useful and important classes of hypervalent iodine compounds, have a wide range of applicability, i.e., photoacid generator, active bactericides, and coupling agents for reacting a wide range of nucleophiles even under metal-free conditions. In this report, we present an approach to the design of stable uracil-iodonium(III) salts with various counterions. Uracil is an important substructure that exists in many biologically active compounds and the introduction of such a moiety in iodonium(III) salts would be of high utility in organic chemistry.
This paper is dedicated to Professor Kiyoshi Tomioka on the occasion of his 70th birthday.