Reactions of 1-haloadamantanes and ethylmercury chloride with nitronate anions by the SRN1 mechanism

被引：4

作者：

Santiago, AN ^{[1
]}

Basso, SM ^{[1
]}

Toledo, CA ^{[1
]}

Rossi, RA ^{[1
]}

机构：

[1] Univ Nacl Cordoba, Fac Ciencias Quim, Dept Quim Organ, INFIQC, RA-5000 Cordoba, Argentina

来源：

NEW JOURNAL OF CHEMISTRY | 2005年 / 29卷 / 07期

关键词：

D O I：

10.1039/b418305c

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Secondary or tertiary nitro compounds can be easily obtained by photostimulated reaction of the anions corresponding to primary or secondary nitroalkanes with either 1-iodoadamantane (1-AdI) or ethylmercury chloride (EtHgCl) by the S(RN)1 mechanism. Only 1-AdI requires the presence of the enolate anion of acetone as an entrainment reagent. The procedure works well with the nitroanions derived from 1-nitropentane, nitroethane or 6-nitrohex-1-ene, but with 2-nitropropane ion the outcome depends on the substrate and solvent.

引用

页码：875 / 880

页数：6

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