Synthesis and Photolysis of N-Substituted-4,5,6,7-Tetrahydroindazole

• Main Authors: Chen Kuei-Ta, 陳奎達
• Other Authors: Yen Yao-Pin
• Format: Others
• Language: zh-TW
• Published: 2000
• Online Access: http://ndltd.ncl.edu.tw/handle/84783829348295548661

碩士 === 靜宜大學 === 應用化學系 === 89 === Direct photolysis of the 1-phenyl-4,5,6,7-tetrahydrooindazole (33) for 10 min , the 2-phenylamino-1-cyclohexene-1-carbonitrile (39,6%)(Φ=0.050) and 1-phenyl-4,5,6,7-tetrahydro-benzimidazole (45, 58%)(Φ=0.285) were produced respectively . The mechanism of this reaction is suggested that the 1-phenyl-4,5,6,7-tetrahydro -benzimidazole (45) will undergo thr pathway of P7 or ring-open reaction to afford the product.The compound (39) was proposed to form 33 via a H-shift. Direct photolysis of the 2-phenylamino-1-cyclohexene-1-carbonitrile (39) for 20 min , also produces 1-phenyl-4,5,6,7-tetrahydrobenzimidazole (45)(Φ=0.0.006).Because the yield was quite low , so we think it's imposible that the direct photolysis of 33 vai 39 to form 45 . Direct photolysis of the 1-benzyl-4,5,6,7-tetrahydrooindazole (35) for 10 min ,the 2-benzylamino-1-cyclohexene-1-carbonitrile (40, 3.9%)(Φ=0.050) , 1-benzyl-4,5,6,7-tetrahydrobenzimidazole (44, 5.8%)(Φ= 0.011),2-benzyl-4,5,6,7-tetrahydrobenzimidazole (47, 9%)(Φ=0.017) and bibenzyl(48) were produced respectively .