Acyl radical insertion for the direct formation of new 7-substituted pterin analogs.
A variety of pterin molecules were synthesized via an under-utilized acyl radical insertion, using aldehydes and alpha-keto esters as the acyl source. These reactions gave complete regiospecificity for the 7-isomer, with reaction times ranging in minutes, often with instantaneous product precipitation. This approach led to the construction of new pterin analogs unaccessable via traditional Friedel-Crafts acylation. The compounds were characterized by NMR spectroscopy and high-resolution mass spectroscopy.
Pruet
Jeff M
JM
Department of Chemistry & Biochemistry, The University of Texas at Austin, 1 University Station A5300, Austin, TX 78712-0165.
Robertus
Jon D
JD
Anslyn
Eric V
EV