Photocatalyzed multiple additions of amines to {alpha}, {beta}-unsaturated esters and nitriles
- Regional Research Lab., Trivandrum (India)
Photoelectron-transfer-catalyzed intermolecular carbon-carbon bond formation of primary, secondary, and tertiary amines with {alpha}, {beta}-unsaturated esters and nitriles using photosensitizers such as anthraquinone, acridone, and dicyanoanthracene has been investigated. The addition of {alpha}-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 {alpha}, {beta}-unsaturated esters undergo further cyclizations to give spiro and cyclic lactams, respectively.
- Sponsoring Organization:
- USDOE
- OSTI ID:
- 88723
- Journal Information:
- Journal of Organic Chemistry, Journal Name: Journal of Organic Chemistry Journal Issue: 3 Vol. 59; ISSN 0022-3263; ISSN JOCEAH
- Country of Publication:
- United States
- Language:
- English
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