Organic Letters 2014-04-04

Copper-catalyzed α-methylenation of benzylpyridines using dimethylacetamide as one-carbon source.

Masaki Itoh, Koji Hirano, Tetsuya Satoh, Masahiro Miura

Index: Org. Lett. 16(7) , 2050-3, (2014)

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Abstract

The direct α-methylenation of benzylpyridines was achieved using N,N-dimethylacetamide (DMA) as a one-carbon source under copper catalysis. An intermediary species was detected at an early stage, and a possible mechanism was proposed. Additionally, α-oxygenation and dimerization of benzylpyridines could also be performed efficiently.