Partially fluorinated heterocyclic compounds. Part 23 [1]. Thermolysis reactions of 1,3,4,5,6,7,8-heptafluoro-2-naphthyl prop-2-enyl sulphide and 1,3,4,5,7,8-hexafluoro-2,6-di(prop-2-enylthio)naphthalene in NN-diethyl-aniline and related reactions with 1,3,4,5,6,7,8-heptafluoro-1-(prop-2-enyl)-naphthalen-2-one and 2,3,4,5,6-pentafluoro-4-(prop-2-enyl)2,5-cyclohexadienone
作者:G.M. Brooke、G. Plews
DOI:10.1016/s0022-1139(00)81931-4
日期:1986.11
6-di(prop-2-enylthio)naphthalene (7) were synthesised from octafluoronaphthalene. Compound (6) on heating with NN- diethylaniline (DEA) under reflux gave 4,5,6,7,8,9-hexafluoro-2,3-dihydro- 2-methylnaphtho[2,1-b]thiophen (8) and a small amount of 5,6,7,8,9,10-hexafluoro- 3,4-dihydro-2H-naphtho[2,1-b]thiopyran (9); under the same conditions compound (7) gave 4,5,9,10-tetrafluoro-2,3,7,8-tetrahydro-2,7- dimethylnaphtho[2
1,3,4,5,6,7,8-七氟-2-萘丙-2-烯丙基硫醚(6)和1,3,4,5,7,8-六氟-2,6-二(丙由八氟萘合成-2-苯基硫基萘(7)。在回流下与NN-二乙基苯胺(DEA)一起加热时的化合物(6),得到4,5,6,7,8,9-六氟-2,3-二氢-2-甲基萘[2,1-b]噻吩(8)和少量-5,6,7,8,9,10-六氟-3,4-二氢-2 ħ -萘并[2,1-b]噻喃(9); 在相同条件下,化合物(7)得到4,5,9,10-四氟-2,3,7,8-四氢-2,7-二甲基萘[2,1-b:6,5-b']二噻吩( 10)和少量4,5,10,11-四氟-2,3,8,9-四氢-2-甲基-7 H-thieno [3',2':5,6]萘并[2,1-b]-噻喃(11)。1,3,4,5,6,7,8-七氟-1-(丙-2-烯基)萘-2-酮(4)在回流DEA中得到3,4,5,6,7,8-六氟-1-(丙-2-烯基)-2-萘酚(13)和4