Pd/PTABS: Low Temperature Etherification of Chloroheteroarenes

A mild,
general, and highly efficient catalytic etherification
protocol for chloroheteroarenes was developed using the Pd/PTABS catalytic
system. The protocol is selective for the etherification of chloroheteroarenes
using a large variety of electron-rich and electron-deficient phenol
bearing synthons which include inter alia biologically
and commercially important estrone, estradiol, tyrosine, and several
other molecules. The mildness of the new protocol is expected to be
beneficial for the synthesis of complex drugs and drug intermediates
offering late-stage modification of bioactive compounds.