Gupta, C. M. ; Rizvi, R. K. ; Anand, Nitya ; Narsimha Murthy, M. R. ; Venkatesan, K. (1981) Cycloaddition reactions: reaction of 3-Methyl-2-phenylpyrrocoline with dimethyl acteylenedicarboxylate Indian Journal of Chemistry, 20B . pp. 735-741. ISSN 0019-5103
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Abstract
Reaction of 3-methyl-2-phenylpyrrocoline(I) and dimethyl acetylenedicarboxylate(II) in refluxing toluene furnishes cis-7',8-dihydro. 4,5,8,9-tetramethoxycarbonyl-7'-phenyl-7' -methylazocino(2,1,8-cd]pyrrolizine (III) and trans-7',8-dihydro-4,5,8,9-tetramethoxycarbonyl-7-phenyl-7'-methylazocino[2,1,8-cd]pyrrolizine (IV), while the same reaction at ambient temperature yields 1-[(1,2-trans-dimethoxycarbonyl)vinyl]-3-methyl-2-phenylpyrrocoline (V) and 1-[(1,2-cis-di(methoxycarbonyl)vinyl)--methyl-2- phenylpyirocoUne (V) and 1-[(I,2-cis-di(methoxycarbonyl)Yinyl]-3-metbyl-2-phenylpyrrocoline(VI) as the major products. The structure of IV has been determined by X-ray crystallography.A possible mechanism of formation of these products is also discussed.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to National Institute of Science Communication and Information Resources. |
| ID Code: | 66663 |
| Deposited On: | 27 Oct 2011 04:04 |
| Last Modified: | 12 Jul 2012 06:36 |
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