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一锅法合成杂原子桥联环状二芳基碘鎓盐。

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

机构信息

Institute for Organic and Analytical Chemistry, University of Bremen, 28359 Bremen, Germany.

Institute for Inorganic Chemistry and Crystallography, University of Bremen, 28359 Bremen, Germany.

出版信息

Org Lett. 2022 Apr 8;24(13):2562-2566. doi: 10.1021/acs.orglett.2c00691. Epub 2022 Mar 29.

DOI:10.1021/acs.orglett.2c00691
PMID:35349290
Abstract

Two one-pot procedures for the construction of - and -bridged diaryliodonium triflates are described. An effective aryne-mediated arylation of -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.

摘要

描述了两种构建-和-桥联二芳基碘鎓三氟甲磺酸酯的一锅法。有效的芳基炔介导的-碘苯酚和-磺酰胺芳基化提供了二芳基醚和二芳基胺中间体,随后将其氧化和环化得到相应的二芳基碘代噁嗪鎓和-碘哒嗪鎓盐。应用了不同的衍生化方法来证明它们作为有用的构建块的能力,并深入了解这些尚未充分开发但具有潜在高用途的化合物的一般反应性。

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