✦ LIBER ✦

A new one-pot arylacetylene synthesis: 4-RC6H4CC(TMS) from 4-RC6H4CN and LiC(TMS)3(THF)2 via (TMSSiMe3, R = H, F, Br, OMe or But)

✍ Scribed by Michael F. Lappert; Marcus Layh

Book ID: 104259453
Publisher: Elsevier Science
Year: 1998
Tongue: French
Weight: 194 KB
Volume: 39
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(98)00933-2

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✦ Synopsis

Treatment of LiC(TMS)3(THF)2 with the nitrile 4-RC6H4CN in Et20 at ambient temperature yields the new lithium 1-aza-allyl I]N(TMS)C(C6H4R-4)C(TMS)2 which readily eliminates LiN(TMS)2 upon heating in refluxing benzene yielding the acetylene 4-RC6H4C=-C(TMS) in quantitative (TMS = SiMe3; R = H, Br, OMe or Bu t) or low (R = F) yield.

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