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光氧化还原促进的烯丙基环丁醇的烷基自由基加成/半频哪醇重排序列:快速获得环状酮。

Photoredox-promoted alkyl radical addition/semipinacol rearrangement sequences of alkenylcyclobutanols: rapid access to cyclic ketones.

机构信息

CCNU-uOttawa Joint Research Centre, Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei 430079, China.

出版信息

Chem Commun (Camb). 2018 Jul 17;54(58):8096-8099. doi: 10.1039/c8cc04503h.

Abstract

Two photo-catalytic tandem alkyl radical addition/semipinacol rearrangement reactions of cycloalkanol-substituted styrenes with N-acyloxyphthalimides and O-acyl oximes have been documented. These protocols provide efficient access to functionalized cyclic ketones, and feature mild conditions (i.e., visible light irradiation, redox neutral and room temperature), broad substrate scope and excellent functional group tolerance.

摘要

已经记录了两种光催化串联烷基自由基加成/半频哪醇重排反应,即环己醇取代的苯乙烯与 N-酰氧基邻苯二甲酰亚胺和 O-酰基肟的反应。这些方案提供了获得功能化环状酮的有效途径,其特点是条件温和(即可见光照射、氧化还原中性和室温)、底物范围广泛、以及对功能基团具有良好的耐受性。

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