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Development of a Triazine‐Based tert ‐Butylating Reagent, TriAT‐ t Bu
Author(s) -
Yamada Kohei,
Hayakawa Naoko,
Fujita Hikaru,
Kitamura Masanori,
Kunishima Munetaka
Publication year - 2016
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.201600663
Subject(s) - chemistry , cyanuric chloride , reagent , sodium hydride , catalysis , yield (engineering) , organic chemistry , cyanuric acid , triazine , carboxylic acid , chloride , tris , medicinal chemistry , melamine , biochemistry , materials science , metallurgy
A new tert ‐butylating reagent, 2,4,6‐tris( tert ‐butoxy)‐1,3,5‐triazine (TriAT‐ t Bu) has been developed for the acid‐catalyzed tert ‐butylation of alcohols and carboxylic acids. The reaction of various alcohols and carboxylic acids with TriAT‐ t Bu in the presence of a catalytic amount of an acid provided the corresponding tert ‐butyl ethers and esters in good to high yields. TriAT‐ t Bu is an air‐stable solid synthesized in good yield from inexpensive starting materials, namely, cyanuric chloride, t BuOH, and sodium hydride.