Synthesis and Diels-Alder reactions of 4-vinylimidazoles.
[structure in text] The synthesis of several 4-vinylimidazoles via Stille cross-coupling reactions of the corresponding protected 4-iodoimidazoles with tributylvinylstannane is described. These heterocyclic dienes are shown to be effective partners in the Diels-Alder reaction, providing adducts in good yield and exhibiting useful levels of isomer selectivity and stereoselectivity (endo/exo).
Lovely
C J
CJ
Department of Chemistry and Biochemistry, The University of Texas at Arlington, Arlington, Texas 76019, USA. lovely@uta.edu
Du
H
H
Dias
H V
HV