[(3-Cyanopropyl)diisopropylsilyl]acetylene, a more stable analogue of [(3-cyanopropyl)dimethylsilyl]acetylene.

[摘要]：The prepn. and application of a new alkyne protecting group is presented. Thus, treating (Me2CH)2Si[(CH2)3CN]Cl with HCYCMgBr in THF at reflux gave 73% (Me2CH)2Si[(CH2)3CN]CYCH. The reactivity and stability of [(3-cyanopropyl)diisopropylsilyl]acetylene is similar to that of the known (triisopropylsilyl)acetylene. Its high polarity simplifies chromatog. sepn. after coupling to aroms. with more than one reactive site. Compds. with more than one [(3-cyanopropyl)diisopropylsilyl]acetylene group are easily purified after partial deprotection.

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