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Updated: Jan 8, 2026

Chemoselective Preparation of 1-Iodoalkynes, 1,2-Diiodoalkenes, and 1,1,2-Triiodoalkenes Based on the Oxidative Iodination of Terminal Alkynes

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Published on: September 12, 2018

对基基酸介导的基基酸化的机制性见解:DFT研究中的一个基基基化:DFT研究

Jai Parkash^1,2, Sangeeta Saini¹, Vaishali Saini¹

¹Department of Chemistry, Kurukshetra University, Kurukshetra, Haryana 136119, India.

Beilstein journal of organic chemistry

|December 24, 2025

概括

这项研究研究了氧氧酸 (HTIB) 介导的石英的转化. 形成ditosyloxy ketone的反应机制取决于副替代物,电子捐赠组有利于β,β-ditosyloxy ketone的形成.

科学领域:

有机化学有机化学
反应机制反应机制
合成方法论合成方法论

背景情况:

哈尔科因是多用途的α,β不和碳烯化合物.
酸 (HTIB) 是一种用于有机合成的试剂.
了解反应机制对于开发新的合成路径至关重要.

研究的目的:

为了研究HTIB介导的酸盐转化为ditosyloxy ketones的机制.
为了探索准替代剂对反应路径的影响.
为了区分α,β-ditosyloxy ketones和β,β-ditosyloxy ketones的形成.

主要方法:

对反应路径的计算研究.
替代剂对反应中间体和过渡状态的影响分析.
对不同类替代石英的拟议机制进行比较.

主要成果:

α,β-ditosyloxy ketones的形成通过一致的电友添加机制进行,无论替代剂类型如何.
形成β,β-ditosyloxy ketone的机制是取代剂依赖的,涉及电友性添加,其次是1,2-aryl迁移.
电子捐赠组有利于β,β-ditosyloxy ketone的形成,而电子吸收组导致产品的混合.

结论:

准替代剂的性质显著决定了HTIB介导的石墨功能化反应结果.
这项研究阐明了α,β-和β,β-ditosyloxy ketone形成的不同机制途径.
这种机理性的洞察力可以指导针对性ditosyloxy ketone合成的合成策略的合理设计.

关键词:

1,2-阿里尔迁移的情况.在HTIB中,HTIB是HTIB.石灰石是指石灰石块的组成部分.这是一种二氧化脱氧化.部分替代剂的替代剂.α,β-不和碳烯化合物

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