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Synthesis and Acid-Catalyzed Cyclization of 2-Alkenylstilbenes: a New Approach to the Substituted Indenes

Synthesis and Acid-Catalyzed Cyclization of 2-Alkenylstilbenes: a New Approach to the Substituted Indenes
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摘要 A base-catalyzed ring-opening of 1-benzylisochromans 1 firstly produced 2-alkenylstilbenes 2, which then underwent a mild acid-catalyzed intramolecular cyclization to furnish 1,2-disubstituted indenes 3 in high yields. Subsequently, a base-catalyzed isomerization of the 1,2-disubstituted indenes 3 afforded the more stable 2,3-disubstituted indenes 4 in almost quantitative yields. A base-catalyzed ring-opening of 1-benzylisochromans 1 firstly produced 2-alkenylstilbenes 2, which then underwent a mild acid-catalyzed intramolecular cyclization to furnish 1,2-disubstituted indenes 3 in high yields. Subsequently, a base-catalyzed isomerization of the 1,2-disubstituted indenes 3 afforded the more stable 2,3-disubstituted indenes 4 in almost quantitative yields.
出处 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2015年第11期1276-1286,共11页 中国化学(英文版)
基金 We are grateful to the National Natural Science Foundation of China (No. 20972048) for the financial support of this work
关键词 ISOCHROMAN STILBENE INDENE CYCLIZATION ring-opening synthetic methodology isochroman, stilbene, indene, cyclization, ring-opening, synthetic methodology
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  • 1(a) Majetich, G; Shimkus, J. M. J. Nat. Prod. 2010, 73, 284.
  • 2Kim, H. J.; Saleem, M.; Seo, S. H.; Jin, C.; Lee, Y. S. Planta Med.2005, 71, 973.
  • 3Ito, T.; Tanaka, T.; Iinuma, M.; Nakaya, K.-I.; Ta-kahashi, Y.; Sawa, R.; Murata, J.; Damaedi, D. J. Nat. Prod. 2004, 67, 932.
  • 4Luo, H.-E; Zhang, L.-P.; Hu, C.-Q. Tetrahedron 2001, 57, 4849.
  • 5Adesanya, S. A.; Nia, R.; Martin, M.-T.; Boukamcha, N.; Montagnac, A.; Pais, M. J. Nat. Prod. 1999, 62, 1694.
  • 6Tanaka, T.; Iinuma, M.; Murata, H. Phytochemistry 1998, 48, 1045.
  • 7(a) Alcalde, E.; Mesquida, N.; Lopez-Perez, S.; Frigola, J.; Merce, R. J. Med. Chem. 2009, 52, 675.
  • 8Ahn, J. H.; Shin, M. S.; Jung, S. H.; Kang, S. K.; Kim, K. R.; Rhee, S. D.; Jung, W. H.; Yang, S. D.; Kim, S. J.; Woo, J. R.; Lee, J. H.; Cheon, H. G.; Kim, S. S. J. Med. Chem.2006, 49, 4781.
  • 9Clegg, N. J.; Paruthiyil, S.; Leitman, D. C.; Scanlan, T. S. J. Med. Chem. 2005, 48, 5989.
  • 10Watanabe, N.; Na-kagawa, H.; Ikeno, A.; Minato, H.; Kohayakawa, C.; Tsuji, J.-l. Bioorg. Med. Chem. Lett. 2003, 13, 4317.

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