The intramolecular electron transfer reactions of N-Alkylcyclopropyl phthalimides
摘要:
N-Alkylcyclopropyl phthalimides 5 and 6 were photolyzed to afford spiro lactams 17, 18 and 20-24. These products arise via an intramolecular electron transfer reaction between the phthalimide and the phenylcyclopropane portions of the molecule. The resulting radical anion attacks the phenylcyclopropane radical cation which is followed by radical-radical coupling to afford the observed photoadducts. In addition, the isolation of olefin 19 offers additional proof that the attack of the radical anion onto the radical cation is a stepwise process rather than a concerted one. (C) 1997 Elsevier Science Ltd.
The intramolecular electron transfer reactions of N-Alkylcyclopropyl phthalimides
摘要:
N-Alkylcyclopropyl phthalimides 5 and 6 were photolyzed to afford spiro lactams 17, 18 and 20-24. These products arise via an intramolecular electron transfer reaction between the phthalimide and the phenylcyclopropane portions of the molecule. The resulting radical anion attacks the phenylcyclopropane radical cation which is followed by radical-radical coupling to afford the observed photoadducts. In addition, the isolation of olefin 19 offers additional proof that the attack of the radical anion onto the radical cation is a stepwise process rather than a concerted one. (C) 1997 Elsevier Science Ltd.