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N-(ω-三丁基锡)烷基邻苯二甲酰亚胺的光诱导环化反应 被引量:3

Photoinduced Cyclization Reactions of N-(ω-tributyl tin)alkylphthalimides
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摘要 N-(ω-三丁基锡)烷基邻苯二甲酰亚胺在光诱导下生成环化物。在强亲核性溶剂中反应以单电子转移机制进行,并以很高的产率得到环化物;在弱亲核性溶剂中Norrish TypeⅡ和单电子转移机制同时存在。 Photoinduced reactons of N-(ω-ributyl tin)alkylphthalimides produced ring compounds. The mechanism of photoreaction in solvent with strong nucleophilicity was SET(single electron transfer) and cyclized products could be obtained in high yield, however, for the photoreaction in solvent with weak nucleophilicity, mechanisms of SET and hydrogen atom abstraction existed together.
出处 《合成化学》 CAS CSCD 2008年第2期153-157,共5页 Chinese Journal of Synthetic Chemistry
基金 黑龙江省教育厅海外学人科研资助项目(1152hq23) 黑龙江省农垦总局科技资助项目(HIVKXIVZD-006)
关键词 光环化反应 单电子转移 Norrish TypeⅡ 三丁基锡 邻苯二甲酰亚胺 photocyclization single electron transfer Norrish Type Ⅱ tributyl tin phthalimide
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参考文献4

  • 1Kanaoka Y, Migita Y, Koyama K, et al. Photocyclization of N-alkylphthalimides to benzazepinoe lactams. Unusual two-fold norrish type Ⅱ reactions [ J ]. Tetrahedron Lett,1973:1193 - 1196.
  • 2Lee Y J, Mariano P S, Yoon U C. Exploratory studies of H-atom abstraction and silyl-transfer photoreactions of silylalkyl ketones and (silylalkyl) phthalimides [ J ]. J Org Chem, 1996,61:3304 - 3314.
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  • 4Borg R M, Mariano P S. Allylstannane photoadditions to iminium salts efficiencieof sequential electron eransfer destannation versus desilylation pathways [ J ]. Tetrahedral Lett,1986,27 :2821 -2824.

同被引文献24

  • 1Serroni, S.; Campagna, S.; Puntoriero, F.; Di Pietro, C.; McClenaghan, N. D.; Loiseau, F. Chem. Soc. Rev. 2001, 30, 367.
  • 2Wang, X.-Y.; Kimyonok, A.; Weck, M. Chem. Commun. 2006, 3933.
  • 3Haldi, A.; Kimyonok, A.; Domercq, B.; Hayden, L. E.; Jones, S. C.; Marder, S. R.; Weck, M.; Kippelen, B. Adv. Funct. Mater. 2008, 18, 3056.
  • 4Osakada, Y.; Kawai, K.; Fujitsuka, M.; Majima, T. Nucleic Acids Res. 2008, 36, 5562.
  • 5Osakada, Y.; Kawai, K.; Fujitsuka, M.; Majima, T. Chem. Commun. 2008, 2656.
  • 6Yoon, U. C.; Mariano, P. S. Ace. Chem. Res. 2001, 34, 523.
  • 7Sung, N. K.; Cho, D. W.; Choi, J. H.; Choi, K. W.; Yoon, U. C.; Hajime, M.; Mariano, P. S. J. Org. Chem. 2007, 72, 8831.
  • 8Yoon, U. C.; Jin, Yo X.; Oh, S. W.; Park, C. H.; Park, J. H.; Campana, C. F.; Cai, X. L.; Duesler, E. N.; Mariano, P. S. J. Am. Chem. Soc. 2003, 125, 10664.
  • 9Choi, D. W.; Choi, J. H.; Oh, S. W.; Quan, C. S.; Yoon, U. C.; Wang, R. T.; Yang, S. R.; Mariano, P. S. J.. Am. Chem. Soc. 2008, 130, 2276.
  • 10Yoon, U. C.; Jin, Y.-X.; Oh, S. W.; Choi, D. W.; Park, K. H.; Mariano, P. S. J. Photochem. Photobiol. A: Chem. 2002, 150, 77.

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