Das, Suresh ; Dileep Kumar, J. S. ; Thomas, George K. ; Shivaramayya, K. ; George, M. V. (1994) Photocatalyzed multiple additions of amines to .alpha.,.beta.-unsaturated esters and nitriles Journal of Organic Chemistry, 59 (3). pp. 628-634. ISSN 0022-3263
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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo00082a021
Related URL: http://dx.doi.org/10.1021/jo00082a021
Abstract
Photoelectron-transfer-catalyzed intermolecular carbon-carbon bond formation of primary, secondary, and tertiary amines with α,β-unsaturated esters and nitriles using photosensitizers such as anthraquinone, acridone, and dicyanoanthracene has been investigated. The addition of a-aminoalkyl radicals, generated via photoelectron-transfer processes, to olefinic substrates and the subsequent 1,5-hydrogen abstraction reactions of the amine-olefin adduct radicals lead to a number of interesting multiple-olefin-added products. The adducts of the primary and secondary amines with a ß-unsaturated esters undergo further cyclizations to give spiro and cyclic lactams, respectively.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| ID Code: | 8852 |
| Deposited On: | 28 Oct 2010 10:44 |
| Last Modified: | 31 May 2011 07:18 |
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