Photoinduced nucleophilic addition of ammonia and alkylamines to methoxy-substituted styrene derivatives
                                
                                    
                                        作者:Toshiaki Yamashita、Masahide Yasuda、Toshihiro Isami、Kimiko Tanabe、Kensuke Shima                                    
                                    
                                        DOI:10.1016/s0040-4020(01)85505-8
                                    
                                    
                                        日期:——
                                    
                                    The photoaminations of trans-1-arylpropenes (aryl = 2-methoxyphenyl (1), 3-methoxyphenyl (2), 3,4-dimethoxyphenyl (3), and 4-methoxyphenyl (4)) with NH3, i-PrNH2, and t-BuNH(2) (RNH(2)) in the presence of p-dicyanobenzene (p-DCB) gave 2-alkylamino-1-arylpropanes (9) and/or 2-alkylamino-1-aryl-1-(4-cyanophenyl)propanes (10). The photoaminations of 1,2-dihydro-7-methoxynaphthalenes (6-8) with RNH(2) in the presence of p-DCB gave mainly 2-alkylamino-1-(4-cyanophenyl)-6-methoxy-1,2,3,4-tetrahydronaphthalenes (13). The photoamination of trans-1-(3,5-dimethoxyphenyl)propene (5) with i-PrNH2 occurred at aromatic ring to give trans-1-(2-isopropylamino-3,5-dimethoxyphenyl)propene (11). The photoaminations of 1-4 and 6-8 with NH3 in the presence of m-dicyanobenzene gave the aminated products without incorporation of cyanophenyl group. Furthermore, the addition of 1,3,5-triphenylbenzene and m-terphenyl for these reactions improved the yields of the photoaminated products.