Oxidative cleavage of lactams in water using dioxiranes: an expedient and environmentally-safe route to ω-nitro acids

被引：18

作者：

Annese, Cosimo ^{[1
]}

D'Accolti, Lucia ^{[1
]}

Filardi, Rosella ^{[1
]}

Tommasi, Immacolata ^{[1
]}

Fusco, Caterina ^{[2
]}

机构：

[1] Univ Bari A Moro, Dipartimento Chim, I-70126 Bari, Italy

[2] Univ Bari, Dipartimento Chim, CNR, ICCOM, I-70126 Bari, Italy

来源：

TETRAHEDRON LETTERS | 2013年 / 54卷 / 06期

关键词：

Dioxiranes; Oxidation; Aqueous solvent; Lactams; omega-Nitro acids; CHEMISTRY; SELECTIVITY;

D O I：

10.1016/j.tetlet.2012.11.074

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

By taking advantage of the appreciable stability of dioxiranes in water, a safe yet efficient route to omega-nitro acids by oxidation of lactams of various ring sizes under mild conditions has been reported. In essentially all the cases examined, reactions proceed selectively to afford products in remarkably high yields (up to 99%) and with high purity (94-99%). Also, an interesting example of higher reaction selectivity in water than in organic solvent (acetonitrile) is discussed. (C) 2012 Elsevier Ltd. All rights reserved.

引用

页码：515 / 517

页数：3