Sodium Phenoxide Mediated Hydroxymethylation of Alkynylsilanes with  N ‐[(Trimethylsiloxy)methyl]phthalimide | Zendy

Asano Narumi | Zendy; Sasaki Keita | Zendy; Chataigner Isabelle | Zendy; Shigeno Masanori | Zendy; Kondo Yoshinori | Zendy

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

Author(s) -

Asano Narumi,

Sasaki Keita,

Chataigner Isabelle,

Shigeno Masanori,

Kondo Yoshinori

Publication year - 2017

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201701440

Subject(s) - phthalimide , chemistry , halogen , formaldehyde , stoichiometry , sodium , polymer chemistry , organic chemistry , medicinal chemistry , alkyl

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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