Abstract

We previously showed that the triple bond in heteroelement-containing propynals R3EC≡CHO (E = Si, Ge) in the absence of a catalyst is inactive toward N-nucleophiles [1]. Primary amines add to siliconand germanium-containing propynals and their carbon analog, 3-tert-butylpropynal, chemoselectively at the aldehyde group to give the corresponding Schiff bases in almost quantitative yield [2]. We recently proposed a new highly efficient approach to heteroelementcontaining propynals via microwave-assisted solidphase reaction which ensured direct transformation of acetylenic alcohols into yne imines [3].

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