A CAN-Induced Cyclodimerization - Ritter Trapping Strategy for the One-Pot Synthesis of 1-Amino-4-aryltetralins from Styrenes

Organic Letters

Volumn 4, Issue 9, 2002, Pages 1575-1577

  Nair, Vijay ^a   Rajan, Roshini ^a   Rath, Nigam P ^b  

^a REGIONAL RESEARCH LABORATORY CSIR   (India)

^b UNIVERSITY OF MISSOURI ST LOUIS   (United States)

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ARTICLE;

EID: 0011448603     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0257934     Document Type: Article

References (21)

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14. It may be mentioned that Baciocchi et al. have reported the formation of dinitrates from styrenes when the latter were treated with CAN in acetonitrile under photochemical or thermal conditions, the yields being quantitative in the latter case (Baciocchi, E.; Rol, C.; Giacco, D.; Murgia, S. M.; Sebastiani, G. V. Tetrahedron 1988, 44, 6651. Baciocchi, E.; Rol, C.; Sebastiani, G. V.; Zampini, A. J. Chem. Soc., Chem. Commun. 1982, 1045).
15. It may be mentioned that Baciocchi et al. have reported the formation of dinitrates from styrenes when the latter were treated with CAN in acetonitrile under photochemical or thermal conditions, the yields being quantitative in the latter case (Baciocchi, E.; Rol, C.; Giacco, D.; Murgia, S. M.; Sebastiani, G. V. Tetrahedron 1988, 44, 6651. Baciocchi, E.; Rol, C.; Sebastiani, G. V.; Zampini, A. J. Chem. Soc., Chem. Commun. 1982, 1045).
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21. The oxidative ligand transfer leading to the formation of a benzylic nitrate and its intermediacy may also be considered as a possibility; this insight was provided by a referee.