Premium
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.