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砜类化合物:作为化学变色龙——小分子合成子的通用合成等效物

Sulfones as Chemical Chameleons: Versatile Synthetic Equivalents of Small-Molecule Synthons.

作者信息

Trost Barry M, Kalnmals Christopher A

机构信息

Department of Chemistry, Stanford University, 333 Campus Drive, Stanford, CA, 94305, USA.

出版信息

Chemistry. 2019 Aug 27;25(48):11193-11213. doi: 10.1002/chem.201902019. Epub 2019 Jul 12.

DOI:10.1002/chem.201902019
PMID:31185136
Abstract

Sulfones are flexible functional groups that can act as nucleophiles, electrophiles, or even radicals. Changing the reaction conditions can completely alter the reactivity of a sulfonyl group, and as a result, molecules bearing multiple sulfones are versatile building blocks. This Review highlights the unique ability of 1,1- and 1,2-bis(sulfones) to masquerade as a vast array of reactive synthons including methane polyanions, vinyl cations, and all-carbon dipoles that would be difficult or impossible to access directly.

摘要

砜是一种灵活的官能团,可作为亲核试剂、亲电试剂,甚至自由基。改变反应条件可完全改变砜基的反应活性,因此,含有多个砜基的分子是多功能的结构单元。本综述强调了1,1 -和1,2 -双(砜)独特的能力,它们能够伪装成大量活性合成子,包括甲烷聚阴离子、乙烯基阳离子和难以直接获得或无法直接获得的全碳偶极子。

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