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New synthesis of spirocycles by utilizing in situ forming hypervalent iodine species
Authors:Dohi Toshifumi  Nakae Tomofumi  Ishikado Yohei  Kato Daishi  Kita Yasuyuki
Affiliation:College of Pharmaceutical Sciences, Ritsumeikan University, 1-1-1 Nojihigashi, Kusatsu, Shiga 525-8577, Japan.
Abstract:A very effective spirocyclization procedure for installing nucleophiles (Nu = N(3), NO(2), SCN, SO(2)Tol, and halogens) via iodonium(III) salts has been developed using the combination of iodoarene and mCPBA. The high-yielding syntheses of the cyclohexadienone-type spirocyclic compounds 2 having varied functionalities in the skeletons have been achieved from the aryl alkynes 1 with the optimized bis(iodoarene) 3h.
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