Tetrahedron p. 11253 - 11262 (1993)
Update date:2022-09-26
Topics:
Crozet
Vanelle
Jentzer
Donini
Maldonado
The C-alkylation reaction of three reductive alkylating agents prepared from 2-methylanthraquinone by 2-nitropropane anion is shown to proceed by the S(RN)1 mechanism. The S(RN)1 mechanism is confirmed by the leaving group effect and the inhibitory effect of dioxygen, p-dinitrobenzene, cupric chloride and di-tert-butylnitroxide. This reaction can be extended to 1-methyl-3-nitropyrolidin-2-one anion.
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Doi:10.1135/cccc19940222
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(2015)Doi:10.1016/S0040-4020(01)80181-2
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