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环丙烯 C-C 键的断裂:用于选择性开环反应。

C-C Bond Cleavages of Cyclopropenes: Operating for Selective Ring-Opening Reactions.

机构信息

Facultad de Quı́mica, Departamento de Quı́mica Orgánica e Inorgánica, Instituto de Quı́mica Organometálica Enrique Moles, Universidad de Oviedo, 33006 Oviedo, Spain.

出版信息

Chem Rev. 2021 Jan 13;121(1):162-226. doi: 10.1021/acs.chemrev.0c00151. Epub 2020 Jul 8.

DOI:10.1021/acs.chemrev.0c00151
PMID:32639746
Abstract

This review highlights key reactivities relying on C-C bond cleavages of cyclopropenes. Metal-catalyzed and metal-free transformations are covered in reactions involving direct ring-opening processes or transformations through nonisolable cyclopropane intermediates generated from cyclopropenes. Special emphasis is on the synthetic utility and mechanistic aspects of methodologies discussed along the revision. Different types of reactivities are covered in separate sections including generation of vinyl carbenes and their reactions, metathesis processes, heterocycles syntheses, SAr reactions, metalation-ring opening sequences, cycloadditions involving ring-cleavages or rearrangements. The focus is on results described from 2007 to the end of 2019, yet relevant pioneering transformations are eventually included.

摘要

本文综述了依赖环丙烯 C-C 键断裂的关键反应性。综述涵盖了金属催化和无金属转化的反应,包括直接开环过程或通过非分离的环丙烷中间体进行的转化,这些中间体是由环丙烯生成的。特别强调了所讨论方法的合成实用性和机理方面。不同类型的反应性在单独的部分中进行了综述,包括乙烯型卡宾的生成及其反应、复分解反应、杂环合成、SAr 反应、金属化-开环序列、涉及环断裂或重排的环加成反应。重点是描述 2007 年底至 2019 年底的结果,但最终也包括了相关的开创性转化。

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