5-（4-（1-乙氧基乙氧基）苯基）-1-炔烃脱芳异碘环构建螺[5.5]十一烷骨架

IF 3.6 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2025-06-06 DOI:10.1021/acs.joc.5c0095910.1021/acs.joc.5c00959

Takashi Okitsu*, Sahori Koyama and Takayuki Yakura*,

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引用次数: 0

摘要

通过5-（4-（1-乙氧基乙氧基）苯基）-1-炔的脱芳异碘环化，开发了一种广泛适用的构建螺[5.5]十一烷的方法。乙氧乙基具有多种功能：作为底物制备的保护基团，在碘环化条件下容易被去除，抑制酚基部分的碘化。该反应可以在室温下在开瓶中使用易于处理的碘化试剂二（吡啶）六氟磷酸碘（IPy2PF6）进行。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Construction of the Spiro[5.5]undecane Framework through Dearomative ipso-Iodocyclization of 5-(4-(1-Ethoxyethoxy)phenyl)-1-alkynes

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Construction of the Spiro[5.5]undecane Framework through Dearomative ipso-Iodocyclization of 5-(4-(1-Ethoxyethoxy)phenyl)-1-alkynes

A broadly applicable approach to the construction of spiro[5.5]undecanes through dearomative ipso-iodocyclization of 5-(4-(1-ethoxyethoxy)phenyl)-1-alkynes has been developed. The ethoxyethyl group has multiple functions: serving as a protecting group for the preparation of the substrates, being easily removed under the iodocyclization conditions, and suppressing the iodination of the phenolic moiety. This reaction can be performed at room temperature in an open flask using the easy-to-handle iodinating reagent bis(pyridine)iodonium hexafluorophosphate (IPy₂PF₆).

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来源期刊

Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.