Generation of Benzyne from Aryl Benziodoxaborole Triflate under Aqueous Conditions and its Reactions with Alkyl Aryl Sulfides

IF 0.8 4区化学 Q4 CHEMISTRY, ORGANIC

Arkivoc Pub Date : 2024-07-06 DOI:10.24820/ark.5550190.p012.213

V. Zhdankin, A. Yoshimura, Kim Ngo, I. Mironova, Zachary S. Gardner, Nami Ogura, Akiharu Ueki, M. Yusubov, Akio Saito

引用次数: 0

Abstract

Mesityl benziodoxaborole triflate is a unique benzyne precursor under aqueous conditions in the presence of NaHCO 3 at room temperature. Reactions of alkyl aryl sulfides with benzyne generated under these conditions selectively afford the corresponding sulfonium salts. In contrast, the previously reported reactions of alkyl aryl sulfides with common benzyne precursors under strongly basic anhydrous conditions lead to various products of cyclization, rearrangement

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水溶液条件下从苯齐碘氧硼酸芳基酯生成苄炔及其与烷基芳基硫化物的反应

苯并碘氧硼烷三甲酸甲酯是一种独特的苄烯前体，可在室温下于 NaHCO 3 存在的水溶液条件下生成。在这些条件下，烷基芳基硫化物与生成的苄炔发生反应，可选择性地得到相应的锍盐。与此相反，之前报道的烷基芳基硫化物与普通苄炔前体在强碱性无水条件下发生的反应会产生各种环化、重排产物。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Arkivoc 化学-有机化学

CiteScore

1.10

自引率

11.10%

发文量

120

审稿时长

3.1 months

期刊介绍： Arkivoc publishes full papers (not accounts) describing sound original work that is of interest to organic chemists (in areas of synthetic organic chemistry, bio-organic, organometallic, theoretical, and physical organic chemistry: General Papers describing sound original work Reviews and Accounts of selected topics Honorary Issues - Pay tribute to distinguished organic chemists (invited contributions) Thematic Issues - Cover important current topics in organic chemistry Regional Issues - Recognize organic chemistry in various countries.