Pyrolytic electrocyclization of arylmethylidene derivatives of glutacononitrile; Synthesis of dihydroaromatic 1,3-dinitriles

被引:5
作者
Banciu, MD [1 ]
Brown, RFC [1 ]
Coulston, KJ [1 ]
Eastwood, FW [1 ]
Macrae, T [1 ]
机构
[1] Monash Univ, Dept Chem, Clayton, Vic 3168, Australia
关键词
D O I
10.1071/C98040
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Condensation of seven aromatic aldehydes (la-g) with glutacononitrile (2) gave 4-(arylmethylidene) pent-2-enedinitriles (3a-g). Flash vacuum pyrolysis of the dinitriles (3a-g) at 750 degrees/0.02-0.03 mm gives annulated dihydroaromatic 1,3-dicarbonitriles by electrocyclic ring closure of (3). Fully aromatized products formed by secondary loss of H-2 or HCN are also obtained.
引用
收藏
页码:695 / 701
页数:7
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