4-Selective Pyridine Functionalization Reactions via Heterocyclic Phosphonium Salts

4-Selective Pyridine Functionalization Reactions via Heterocyclic Phosphonium Salts
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DOI:
10.1055/s-0036-1591850
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发表时间:
2018-01-01
期刊:
影响因子:
2
通讯作者:
McNally, Andrew
McNally, Andrew
中科院分区:
化学4区
文献类型:
--
作者:
Dolewski, Ryan D.;Hilton, Michael C.;McNally, Andrew

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吡啶广泛应用于化学科学领域,包括制药、金属络合物配体和电池技术。吡啶C-H键的直接官能化是制备有用的吡啶衍生物的重要策略,但选择性改造支架4位的方法很少。我们最近报道,吡啶可以转化为杂环鏻盐,可以作为多个后续成键过程的通用手柄。将描述与亲核试剂和过渡金属交叉偶联的反应,以在各种吡啶(包括嵌入复杂药物中的吡啶)中形成 C-O、C-S、C-N 和 C-C 键。 1 简介 2 吡啶的直接区域选择性官能化 3 通过金属催化实现 4 位选择性 4 多功能官能团与特定键结构 5 鏻盐作为吡啶官能化试剂 6 结论
Pyridines are widely used across the chemical sciences in applications ranging from pharmaceuticals, ligands for metal complex and battery technologies. Direct functionalization of pyridine C-H bonds is an important strategy to make useful pyridine derivatives, but there are few ways to selectively transform the 4-position of the scaffold. We recently reported that pyridines can be converted into heterocyclic phosphonium salts that can serve as generic handles for multiple subsequent bond-forming processes. Reactions with nucleophiles and transition-metal cross-couplings will be described to make C-O, C-S, C-N, and C-C bonds in a diverse range of pyridines including those embedded in complex pharmaceuticals. 1 Introduction 2 Direct, Regioselective Functionalization of Pyridines 3 4-Position Selectivity via Metal Catalysis 4 Versatile Functional Groups versus Specific Bond Constructions 5 Phosphonium Salts as Reagents for Pyridine Functionalization 6 Conclusions