Photoinduced Minisci Reaction with Diazines: An Approach Toward Original Fused Heterocycles.

被引:4
|
作者
Auvray, Marie [1 ]
Jeanty, Matthieu [2 ]
Jubault, Philippe [1 ]
Poisson, Thomas [1 ]
机构
[1] Normandie Univ, NSA Rouen, UNIROUEN, CNRS,COBRA UMR 6014, F-76000 Rouen, France
[2] NovAliX, Campus Maigremont BP615, F-27106 Val De Reuil, France
关键词
Minisci Reaction; Photocatalysis; Heterocycles; Diazines; Continuous Flow; C-H ALKYLATION; NUCLEOPHILIC CHARACTER; SELECTIVE ALKYLATION; HETEROARENES; FUNCTIONALIZATION; RADICALS; PYRIDINE; ACIDS;
D O I
10.1002/chem.202301417
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Herein, we developed a photoinduced Minisci reaction on a large panel of diazines with good to excellent yields (28 examples, 44 % to 89 %). The reaction using 4CzIPN (1 mol %) as photoinitiator was carried out under white LED irradiation and required a slight excess of the acid reagent (1.2 equiv.). Cyclization reactions were then developed to access original N-heterocycles building blocks for drug discovery programs. An extension of the reaction to continuous flow was also reported. Finally, the mechanism of the transformation was studied suggesting a plausible radical chain mechanism.
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页数:6
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