S(RN)1 REACTIONS OF ANTHRAQUINONE ALKYLAT ING-AGENTS

Authors
CROZET MP VANELLE P JENTZER O DONINI S MALDONADO J
Citation
Mp. Crozet et al., S(RN)1 REACTIONS OF ANTHRAQUINONE ALKYLAT ING-AGENTS, Tetrahedron, 49(48), 1993, pp. 11253-11262
Citations number
30
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
49
Issue
48
Year of publication
1993
Pages
11253 - 11262
Database
ISI
SICI code
0040-4020(1993)49:48<11253:SROAAI>2.0.ZU;2-#
Abstract
The C-alkylation reaction of three reductive alkylating agents prepare d from 2-methylanthraquinone by 2-nitropropane anion is shown to proce ed by the S(RN)1 mechanism. The S(RN)1 mechanism is confirmed by the l eaving group effect and the inhibitory effects of dioxygen, p-dinitrob enzene, cupric chloride and di-tert-butylnitroxide. This reaction can be extended to 1-methyl-3-nitropyrrolidin-2-one anion.