Combination of photocatalytic proton-coupled electron transfer and spin-center shift: direct C-H benzylation of N-heteroarenes with benzaldehydes in continuous-flow
Jia-Cheng Hou, Jun Jiang, Hui Dai, Jia-Sheng Wang, Ting Li, Xiang Chen, Wei-Min He
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引用次数: 0
Abstract
The development of sustainable and efficient synthetic methodologies for high-valued chemicals from renewable resources is one of the principal aims of chemical industries. Herein, we document the combination of photocatalytic PCET and SCS-enabled direct C-H benzylation of N-heteroarenes with benzaldehydes as the benzyl sources. A variety of benzylated N-heteroarenes was obtained in moderate to excellent yields at room temperature under metal-, oxidant-free and mild conditions in continuous-flow mode. Mechanistic studies indicated that this benzylation proceeded via PCET activation of benzaldehydes to yield ketyl radicals, the addition of the ketyl radicals to N-heteroarenes to form C-C(OH) bonds, the SCS cleavage to produce benzylic radical and HAT process to deliver the benzylated products.
期刊介绍：
Science China Chemistry, co-sponsored by the Chinese Academy of Sciences and the National Natural Science Foundation of China and published by Science China Press, publishes high-quality original research in both basic and applied chemistry. Indexed by Science Citation Index, it is a premier academic journal in the field.
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