Monocyanomethylated thiacalix[4]arenes: synthesis and lower rim modification

2008 ARKIVOC  
The selective monocyanomethylation of p-R-thiacalix [4] arenes (R = H, tert-Bu) with chloroacetonitrile in the presence of Na 2 CO 3 in DMF is described. Monocyanomethylated p-tertbutylthiacalix[4]arene has been synthetically exploited in the Ritter reaction with 1-adamantanol for the transformation to the corresponding amide. A thiacalix[4]arene having mixed amide and ester functionalities at the lower rim was synthesized by alkylation of
more » ... tert-butylthiacalix[4]arene with ethyl bromoacetate.
doi:10.3998/ark.5550190.0009.404 fatcat:3osg3xtxbzhc3p3wfbz3b23lye