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Synthesis 1999; 1999(1): 166-170
DOI: 10.1055/s-1999-3673
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The First Approach to the Synthesis of 1-Unsubstituted 2-Arylindolizines by Intramolecular 1,5-Dipolar Cyclization of 2-(2-Arylethenyl)pyridinium Ylides in the Presence of Tetrakis(pyridine)cobalt (II) Dichromate

Jian Zhou* , Yuefei Hu, Hongwen Hu
  • *Department of Chemistry, Nanjing University, Nanjing 210093, People's Republic of China; Fax +86(25)3 31 77 61; E-mail: pyorg@nju.edu.cn
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Publication Date:
31 December 1999 (online)

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The first approach to the preparation of 1-unsubstituted 2-arylindolizines by intramolecular 1,5-dipolar cyclization of 2-(2-arylethenyl)pyridinium ylides 2a-v in the presence of tetrakis(pyridine)cobalt (II) dichromate was developed. Several kinds of novel 1-unsubstituted 2-aryl-3-acetyl-, 3-benzoyl-, 3-ethoxycarbonyl- and 3-(4-nitrobenzoyl)indolizines 3a-v were synthesized under the mild conditions in reasonable to moderate yields.

1-unsubstituted 2-arylindolizines - intramolecular 1,5-dipolar cyclization - pyridinium ylides - tetrakis(pyridine)cobalt (II) dichromate