Reaction of (dialkylaminomethyl)trimethylsilanes with benzyne

Add time:08/06/2019    Source:sciencedirect.com

Reactions of (dialkylaminomethyl)trimethylsilanes [dimethylamino-, diethylamino-, pyrrolidino- and morpholino-] with benzyne in THF gave two types of aniline derivatives: N-alkyl-N-(1-trimethylsilylalkyl)anilines and N-alkyl-N-trimethylsilylmethylanilines. From (piperidinomethyl)trimethylsilane, however, unexpected 1-(α-trimethylsilylbenzyl)piperidine was obtained together with N-(4-pentenyl)-N-trimethylsilylmethylaniline.

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