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Aiming at the enhanced catalytic activity of fluoro‐λ3‐iodane generated from iodoarene precatalyst with Selectfluor and HF⋅pyridine, this study focused on the λ3‐iodanes bearing coordinating substituents. Compared to 4‐iodoanisole as a precatalyst of our previous method, N‐methyl‐2‐iodobenzamide or 2‐iodobenzamide worked well in the fluorocyclization of N‐propargyl carboxamides to oxazoles. Control experiments suggest the equilibrium mixture of iodane‐amine complexes and cyclic iodane fluorides would be involved in the present catalysis. [ABSTRACT FROM AUTHOR]

A hypervalent iodine(III) catalyst, generated in situ from these reagents, is effective on the dehydrogenative cycloisomerization/arylation reaction of I N i -propargyl carboxamides and arenes. Keywords: arylation; catalysis; cyclization; iodine; metal-free EN arylation catalysis cyclization iodine metal-free 1913 1913 1 06/23/22 20220621 NES 220621 The front cover picture illustrates iodoarene as a precatalyst and dimethyl(fluoro)- SP 6 sp -sulfane as a real oxidant derived from DMSO and F-TEDA-PF SB 6 sb , and the Japanese kanji stands for the initial letters of key elements, sulfur, iodine, and fluorine. Front Cover Picture: Dehydrogenative Cycloisomerization/Arylation Sequence of N-Propargyl Carboxamides with Arenes by Iodine(III)-Catalysis (Adv. [Extracted from the article]