Formation of lactams via photoelectron-transfer catalyzed reactions of N-allylamines with α,β-unsaturated esters

DOI: 10.1016/0040-4020(96)00022-1

Source and publish data:

Tetrahedron p. 3425 - 3434 (1996)

Update date:2022-08-12

Topics:

Authors:

Das, Suresh

Dileep Kumar

Shivaramayya, Kalchar

George, Manapurathu V.

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Article abstract of DOI:10.1016/0040-4020(96)00022-1

Anthraquinone photosensitized reactions of a few N-allylamines with α,β-unsaturated esters have been investigated. These reactions led predominantly to the formation of lactams along with trace amounts of products arising out of tandem radical addition reactions. A mechanism is proposed involving the rearrangement of the α-aminoallyl radical, initially generated via anthraquinone photosensitized reactions, to α-aminoalkyl radicals. Subsequent reactions of these radicals with α,β-unsaturated esters can lead to the observed products.

Full text of DOI:10.1016/0040-4020(96)00022-1

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