Mechanism of singlet oxygenation of 2-phenylindole

Chin. J. Org. Chem. ›› 1995, Vol. 15 ›› Issue (5): 530-535. Previous Articles Next Articles

Original Articles

2-苯基吲哚单重态氧反应机理

凌可庆;刘志滨;胡宏纹

淮北煤炭师范学院化学系;中国科学技术大学应用化学系;南京大学化学系

发布日期:1995-10-25

Mechanism of singlet oxygenation of 2-phenylindole

LIU ZHIBIN;HU HONGWEN

Published:1995-10-25

Abstract

Trapping reactions in singlet oxygenation of 2-phenylindole (1) and nucleophilic addition reactions of 2-phenyl-3H-indol-3-one (4) both in methanolic media were studied com-paratively. It was showed that trapping reactions in singlet oxygenation of 1 occured mainly on the stage of zwitterionic intermediate (2), whereas was not a major precursor to trapping prod-ucts. In views of such a conclusion as well as the observations on solvent polarity effect of the sin-glet oxygen reaction, a possible mechanism was proposed.

Key words: INDOLE P, REACTION MECHANISM, SINGLET OXYGEN, NUCLEOPHILIC REACTION, ADDITION REACTION

CLC Number:

O621

Cite this article

LIU ZHIBIN;HU HONGWEN. Mechanism of singlet oxygenation of 2-phenylindole[J]. Chin. J. Org. Chem., 1995, 15(5): 530-535.

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2-苯基吲哚单重态氧反应机理

Mechanism of singlet oxygenation of 2-phenylindole

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