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Late-Stage Alkylation of N-Containing Heteroarenes Enabled by Homolysis of Alkyl-1,4-dihydropyridines under Blue LED Irradiation

Xiaoping Chen, Xiaosheng Luo, Kaiqian Wang, Feng Liang, Ping Wang*

*School of Chemistry and Chemical Engineering Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, P. R. of China, Email:

X. Chen, X. Luo, K. Wang, F. Liang, P. Wang, Synlett, 2021, 32, 733-737.

DOI: 10.1055/a-1294-0158

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A visible-light-promoted C-H alkylation of nitrogen-containing heteroarenes with C4-alkyl 1,4-dihydropyridines (DHPs) as radical precursors enables an efficient late-stage functionalization at ambient temperatures. A broad scope of heteroarenes, including those bearing electron-donating or electron-withdrawing groups, can be successfully alkylated in good yields.

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Key Words

alkylation, hetarenes, quinazolinones, dihydropyridines, photochemistry, C-H functionalization, air

ID: J72-Y2021