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Sodium Phenoxide Mediated Hydroxymethylation of Alkynylsilanes with N-[(Trimethylsiloxy)methyl]phthalimide

Abstract : The hydroxymethylation of alkynylsilanes with formaldehyde generated in situ from N‐[(trimethylsiloxy)methyl]phthalimide proceeds in the presence of a stoichiometric amount of NaOPh. The reaction occurs at room temperature by using an operationally simple one‐step procedure. A variety of alkynylsilanes possessing electron‐donating, electron‐withdrawing, and halogen groups (including heteroaryl‐substituted alkynylsilanes) provide hydroxymethylated products.
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Submitted on : Friday, February 22, 2019 - 3:39:23 PM
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Narumi Asano, Keita Sasaki, Isabelle Chataigner, Masanori Shigeno, Yoshinori Kondo. Sodium Phenoxide Mediated Hydroxymethylation of Alkynylsilanes with N-[(Trimethylsiloxy)methyl]phthalimide. European Journal of Organic Chemistry, Wiley-VCH Verlag, 2017, 2017 (46), pp.6926-6930. ⟨10.1002/ejoc.201701440⟩. ⟨hal-02046256⟩



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