One-pot C(sp3)–H difluoroalkylation of tetrahydroisoquinolines and isochromans via electrochemical oxidation and organozinc alkylation.

Autor: Kamata, Kazuya, Kuriyama, Masami, Tahara, Hironobu, Nishikawa, Akira, Yamamoto, Kosuke, Demizu, Yosuke, Onomura, Osamu
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Zdroj: Chemical Communications; 6/25/2024, Vol. 60 Issue 50, p6395-6398, 4p
Abstrakt: The C(sp3)–H difluoroalkylation for the introduction of carbonylated CF2 groups into tetrahydroisoquinolines (THIQs) and isochromans has been achieved by using electrochemical oxidation and organozinc alkylation. This one-pot process proceeded smoothly under transition-metal catalyst- and chemical oxidant-free conditions, and the desired products were obtained in good to high yields with a broad scope, except for N-Boc-THIQ. In addition, the gram-scale experiment successfully demonstrated the promising scalability. This is the first example of an electrochemical method for C(sp3)–H difluoroalkylation of amines and ethers. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index