Development of a New Benzylating Reagent Spontaneously Releasing Benzyl Cation Equivalents at Room Temperature | Zendy

Yamada Kohei | Zendy; Tsukada Yuichi | Zendy; Karuo Yukiko | Zendy; Kitamura Masanori | Zendy; Kunishima Munetaka | Zendy

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Development of a New Benzylating Reagent Spontaneously Releasing Benzyl Cation Equivalents at Room Temperature

Author(s) -

Yamada Kohei,

Tsukada Yuichi,

Karuo Yukiko,

Kitamura Masanori,

Kunishima Munetaka

Publication year - 2014

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201403158

Subject(s) - reagent , trifluoromethanesulfonate , chemistry , solvent , dissolution , equivalent , medicinal chemistry , organic chemistry , inorganic chemistry , catalysis , biochemistry

A new O ‐benzylating reagent, that is, 4‐(4,6‐diphenoxy‐1,3,5‐triazin‐2‐yl)‐4‐benzylmorpholinium trifluoromethanesulfonate (DPT‐BM), has been developed. Benzyl cation equivalents are generated from DPT‐BM by dissolving the compound in a solvent at room temperature under non‐acidic conditions. The benzylation of various alcohols by using a combination of DPT‐BM and magnesium oxide provided the benzyl ethers in good yields.

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