01188nas a2200157 4500008004100000022001400041245011500055210006900170260011000239300001400349490000700363520049300370100002500863700002200888856012000910 2015 eng d a1477-052000aCu-catalyzed debrominative cyanation of gem-dibromoolefins: a facile access to alpha,beta-unsaturated nitriles0 aCucatalyzed debrominative cyanation of gemdibromoolefins a facil aTHOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, ENGLANDbROYAL SOC CHEMISTRYcAPR a5918-59230 v133 a
An efficient catalytic route for the synthesis of alpha,beta-unsaturated nitriles from easily accessible gem-dibromoolefins has been developed. The method utilized inexpensive reagents such as Cu2O as a catalyst, L-proline as a ligand and NaCN as a cyanide source to afford alpha,beta-unsaturated nitriles in high yields (62-86%). A deuterium exchange study has shown that one of the bromide atoms of gem-dibromoolefins exchanges with cyanide while the other with a deuterium atom.
1 aAhuja, Brij, Bhushan1 aSudalai, Arumugam uhttp://library.ncl.res.in/content/cu-catalyzed-debrominative-cyanation-gem-dibromoolefins-facile-access-alphabeta-0