Homogeneous and Gas-Liquid Catellani-Type Reaction Enabled by Continuous-Flow Chemistry

被引:21
作者
Casnati, Alessandra [1 ,2 ]
Gemoets, Hannes P. L. [1 ]
Motti, Elena [2 ]
Della Ca', Nicola [2 ]
Noel, Timothy [1 ]
机构
[1] Eindhoven Univ Technol, Dept Chem Engn & Chem, Micro Flow Chem & Proc Technol, Den Dolech 2, NL-5612 AZ Eindhoven, Netherlands
[2] Univ Parma, Dept Chem, Life Sci & Environm Sustainabil SCVSA, Parco Area Sci 17-A, I-43124 Parma, Italy
关键词
C-H functionalization; Catellani reaction; flow chemistry; gas-liquid; homogeneous; C-H FUNCTIONALIZATION; ARYL IODIDES; BOND FUNCTIONALIZATION; ACTIVATION; CATALYSIS; PD/NORBORNENE; HETEROCYCLES; MOLECULES; ACYLATION; SEQUENCE;
D O I
10.1002/chem.201803909
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A practical homogeneous and gas-liquid palladium-catalyzed Catellani-type reaction using a continuous-flow platform is described. The implementation of continuous-flow technology allowed the acceleration of the transformation and, for the first time, expansion of the chemical space to gaseous olefins (i.e., ethylene, propylene and 3,3,3-trifluoropropene), thus providing a safe and practical approach to sterically hindered ortho-disubstituted styrenes and vinyl arenes. The complete control over the stoichiometry of gaseous reagents through flow technology proved essential for directing the selectivity of the Catellani reaction to the desired products.
引用
收藏
页码:14079 / 14083
页数:5
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