H. Junge et G. Oehme, HETERO-DIELS-ALDER REACTION BETWEEN 2,3-DIMETHYL-1,3-BUTADIENE AND PERFLUOROOCTANONITRILE UNDER HIGH-PRESSURE, Tetrahedron, 54(37), 1998, pp. 11027-11032
3,4-Dimethyl-6-perfluoroheptyl-2,5-dihydridine (1) is obtained by hete
ro Diels-Alder reaction between 2,3dimethyl-1,3-butadiene and perfluor
ooctanonitrile at 50 degrees C and pressures of 1 and 1500 bar, respec
tively. 1 gradually eliminates hydrogen to give 3,4-dimethyl-6-perfluo
roheptylpyridine (2). The investigation of influence of high pressure
on this reaction showed a significant increase of yields of both heter
ocyclic compounds at 1500 bar. (C) 1998 Elsevier Science Ltd. All righ
ts reserved.