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One-Pot Synthesis of Heteroatom-Bridged Cyclic Diaryliodonium Salts.

Two one-pot procedures for the construction of O- and N-bridged diaryliodonium triflates are described. An effective aryne-mediated arylation of o-iodophenols and -sulfonamides provides diarylether and diarylamine intermediates, which are subsequently… Click to show full abstract

Two one-pot procedures for the construction of O- and N-bridged diaryliodonium triflates are described. An effective aryne-mediated arylation of o-iodophenols and -sulfonamides provides diarylether and diarylamine intermediates, which are subsequently oxidized and cyclized to the corresponding diaryliodaoxinium and -iodazinium salts. Different derivatizations were applied to demonstrate their capacity as useful building blocks and gain a deeper understanding toward the general reactivity of these underdeveloped but potentially highly useful compounds.

Keywords: synthesis heteroatom; heteroatom bridged; one pot; pot synthesis; diaryliodonium; pot

Journal Title: Organic letters
Year Published: 2022

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