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五元环和六元环环状有机过氧化物的合成:保留过氧环产物的关键转化。

Synthesis of five- and six-membered cyclic organic peroxides: Key transformations into peroxide ring-retaining products.

机构信息

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Prospect 47, Moscow, 119991, Russia.

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Prospect 47, Moscow, 119991, Russia ; Institute for Drug Research, P.O. Box 12065, Hebrew University, Jerusalem 91120, Israel.

出版信息

Beilstein J Org Chem. 2014 Jan 8;10:34-114. doi: 10.3762/bjoc.10.6.

Abstract

The present review describes the current status of synthetic five and six-membered cyclic peroxides such as 1,2-dioxolanes, 1,2,4-trioxolanes (ozonides), 1,2-dioxanes, 1,2-dioxenes, 1,2,4-trioxanes, and 1,2,4,5-tetraoxanes. The literature from 2000 onwards is surveyed to provide an update on synthesis of cyclic peroxides. The indicated period of time is, on the whole, characterized by the development of new efficient and scale-up methods for the preparation of these cyclic compounds. It was shown that cyclic peroxides remain unchanged throughout the course of a wide range of fundamental organic reactions. Due to these properties, the molecular structures can be greatly modified to give peroxide ring-retaining products. The chemistry of cyclic peroxides has attracted considerable attention, because these compounds are used in medicine for the design of antimalarial, antihelminthic, and antitumor agents.

摘要

本文综述了五元及六元环过氧化物(如 1,2-二氧戊环、1,2,4-三氧杂环戊烷(臭氧化物)、1,2-二氧六环、1,2-二氧杂环庚烯、1,2,4-三氧杂环已烷和 1,2,4,5-四氧杂环已烷)的研究现状。本文综述了 2000 年以来的文献,以提供环状过氧化物合成方面的最新进展。这一时期的特点是开发了许多新的、有效的、可放大的方法来制备这些环状化合物。研究表明,在广泛的有机反应过程中,环状过氧化物保持不变。由于这些特性,分子结构可以被大大修饰以得到保留过氧键的产物。环状过氧化物的化学性质引起了人们的极大关注,因为这些化合物在药物设计中被用于抗疟、驱虫和抗肿瘤药物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9145/3896255/1a52d41603db/Beilstein_J_Org_Chem-10-34-g002.jpg

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