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- Title
Iodine-Promoted Synthesis of 1-Alkyl-3-aroylindolizines from N-(Aroylmethyl)pyridinium Salts and Aliphatic Aldehydes.
- Authors
Tan, Chen; Yan, Peiyun; Ye, Weijian; Yao, Juan; Wu, Weiming; Wang, Cunde
- Abstract
ABSTRACT An effective and practical method has been developed for the diversity-oriented synthesis of 1-alkyl-3-aroylindolizines via the 1,3-dipolar cycloaddition of pyridinium ylides and aliphatic aldehydes in the presence of molecular iodine and a catalytic amount of MnO2. The synthesis proceeds by tandem reactions involving [3+2] cycloaddition, dehydration of the cycloadduct, and dehydroaromatization. Molecular iodine served both as a catalyst and a dehydroaromatization reagent in the reaction.
- Subjects
PYRIDINIUM compounds; RING formation (Chemistry); OXO compounds; ALDEHYDES; YLIDES
- Publication
Heteroatom Chemistry, 2014, Vol 25, Issue 1, p72
- ISSN
1042-7163
- Publication type
Article
- DOI
10.1002/hc.21137