Vankar, Y. D. ; Kumaravela, G. ; Rao, C. T. (1989) Ritter reaction with cyclopropyl ketones and cyclopropyl alcohols: synthesis of N-actyl-γ-Keto and N-acyl hohoallyl amines Synthetic Communications, 19 (11-12). pp. 2181-2198. ISSN 0039-7911
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Official URL: http://www.tandfonline.com/doi/abs/10.1080/0039791...
Related URL: http://dx.doi.org/10.1080/00397918908052614
Abstract
A variety of conjugated cyclopropyl ketones and cyclopropylcarbinyl alcohols were reacted with two nitriles viz. CH3 CN and CH2[dbnd]CH-CN in presence of cone. H2 SO4. It was found that with appropriate substitutions cyclopropyl ketones gave N-Acyl-γ-keto amines whereas cyclopropylcarbinyl alcohols gave the corresponding N-Acyl homoallylic amines in reasonably good yields. The olefins obtained had E-stereo-chemistry. With bicyclic cyclopropylcarbinyl alcohols the ring expanded products were formed. A plausible rationale is provided to account for these observations.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Taylor and Francis Group. |
| ID Code: | 93364 |
| Deposited On: | 15 Jun 2012 13:24 |
| Last Modified: | 25 Jun 2012 21:13 |
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