TY - JOUR
T1 - Synthesis of 1,1,3,3-tetraalkylisoindolines using a microwave-assisted Grignard reaction
AU - Foitzik, Richard
AU - Bottle, Steven Eric
AU - White, Jonathon Michael
AU - Scammells, Peter John
PY - 2008
Y1 - 2008
N2 - 1,1,3,3-Tetraalkylisoindolines are important intermediates in the preparation of stable nitroxides, such as 1,1,3,3-tetramethylisoindolin-2-oxyl, 1, and 1,1,3,3-tetraethylisoindolin-2-oxyl, 2. The limiting step in their preparation is the Grignard reaction between N-benzylphthalimide and the appropriate alkyl magnesium bromide, which typically proceeds in yields of similar to 28-40 . A microwave-assisted variation of this reaction has been optimized to give improved yields and reduced reaction times ( 45-60 and 2 h, respectively).
AB - 1,1,3,3-Tetraalkylisoindolines are important intermediates in the preparation of stable nitroxides, such as 1,1,3,3-tetramethylisoindolin-2-oxyl, 1, and 1,1,3,3-tetraethylisoindolin-2-oxyl, 2. The limiting step in their preparation is the Grignard reaction between N-benzylphthalimide and the appropriate alkyl magnesium bromide, which typically proceeds in yields of similar to 28-40 . A microwave-assisted variation of this reaction has been optimized to give improved yields and reduced reaction times ( 45-60 and 2 h, respectively).
UR - http://www.publish.csiro.au/?paper=CH08008
M3 - Article
SN - 1445-0038
VL - 61
SP - 168
EP - 171
JO - Australian Journal of Chemistry
JF - Australian Journal of Chemistry
IS - 3
ER -