Direct Transformation of Esters into Heterocyclic Fluorophores
Direct Transformation of Esters into Heterocyclic Fluorophores
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DOI：
10.1002/anie.201711296
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发表时间：
2018-02-23
影响因子：
16.6
通讯作者：
Sparr, Christof
中科院分区：
文献类型：
--
作者：
Fischer, Christian;Sparr, Christof
尽管杂环荧光团的多种用途，但只有一小部分所需的染料多样性可以通过当代合成方法获得。在此，我们描述了一种模块化的方法，将各种羧酸酯直接转化为广谱的杂蒽鎓荧光团。杂原子桥连的1，5-双功能有机镁试剂的双加成酯导致形成的吖啶，黄嘌呤，和SiR荧光团后，脱水酸性处理。这种一步合成方法提供了获得有机光氧化还原催化剂的途径，用于镍和染料的双重催化，以增强荧光。
Despite the manifold use of heterocyclic fluorophores, only a fraction of the desired dye diversity can be accessed by contemporary synthetic approaches. Herein, we describe a modular method that converts various carboxylic acid esters directly into a broad spectrum of heteroanthrylium fluorophores. The double addition of heteroatom-bridged 1,5-bifunctional organomagnesium reagents to esters leads to the formation of acridinium, xanthylium, and SiR fluorophores after dehydrative acidic work-up. This one-step synthetic method provides access to organophotoredox catalysts for dual catalysis with nickel and dyes amenable to fluorescence enhancement.