Benzazetidine synthesis via palladium-catalysed intramolecular C−H amination

Natchem
Benzazetidine synthesis via palladium-catalysed intramolecular C−H amination - pp1131 - 1136
Gang He, Gang Lu, Zhengwei Guo, Peng Liu & Gong Chen
doi:10.1038/nchem.2585
Palladium-catalysed intramolecular aminations of the C−H bonds of unfunctionalized amine precursors have recently emerged as an attractive new method for N-heterocycle synthesis. However, the way to control the reactivity of high-valent Pd intermediates to form the desired C−N cyclized products selectively remains poorly addressed. Herein we report a strategy to control the reductive elimination (RE) pathways in high-valent Pd catalysis and apply this strategy to achieve the synthesis of highly strained four-membered benzazetidines via the Pd-catalysed intramolecular C−H amination of N-benzyl picolinamides.
 

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