Bulky tri-isopropyl silyl (TIPS) substituents and deuterium atoms in the ligand design have been shown to enhance the site-selective oxidation of aliphatic C−H bonds and the epoxidation of C=C bonds in non-heme iron oxidation catalysis. In this wo...
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Photoinduced Pyridine N‐oxides Catalyzed Carbon Radical Generation from Alkylboronic Acids
Von Wiley-VCH zur Verfügung gestellt
Photoexcited 4-nitropyridine N-oxide biradical was found to catalyze the carbon radical generation from alkylboronic acids with blue LED irradiation without exogenous photocatalysts. With a wide range of readily available aliphatic boronic acids, including methyl boronic acid, the developed catalytic system allowed simple and robust applicability for alkylation, amination, and cyanation reactions.
Abstract
Herein we report a protocol for the generation of alkyl carbon radicals from alkylboronic acids wherein photoexcited 4-nitropyridine N-oxide biradical features a catalyst to promote the nucleo-homolytic substitution of boronic acids. With a wide range of readily available aliphatic boronic acids, including methyl boronic acid, the developed catalytic system demonstrates broad applicability for alkylation, amination, and cyanation.
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