Premium
Sequential S N Ar Reaction/Suzuki–Miyaura Coupling/C−H Direct Arylations Approach for the Rapid Synthesis of Tetraaryl‐Substituted Pyrazoles
Author(s) -
Morita Taiki,
Kobayashi Daisuke,
Matsumura Keisuke,
Johmoto Kohei,
Uekusa Hidehiro,
Fuse Shinichiro,
Takahashi Takashi
Publication year - 2015
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201500362
Subject(s) - reagent , aryl , chemistry , combinatorial chemistry , suzuki reaction , pyrazole , catalysis , coupling reaction , palladium , organic chemistry , alkyl
A rapid synthesis of 1,3,4,5‐tetraaryl‐substituted pyrazoles has been achieved through a sequence of S N Ar reaction/Suzuki–Miyaura coupling/Pd‐catalyzed direct arylations that used 3‐iodo‐1 H ‐pyrazole as a scaffold. Pyrazoles with four different aryl groups were synthesized in a straightforward manner with no extra synthetic steps, such as protection/deprotection or the introduction of activating/directing groups, using readily available substrates and reagents. The developed synthetic approach enabled the structurally diverse synthesis of multiaryl‐substituted pyrazoles without using a glovebox technique.