Formation of 1,2-dioxolanes using Mn(III)-based reaction of various arylacetylenes with 2,4-pentanedione and related reaction

被引：21
|
作者：
Tsubusaki, Takuma [1 ]
Nishino, Hiroshi [1 ]
机构：
[1] Kumamoto Univ, Grad Sch Sci & Technol, Dept Chem, Kumamoto 8608555, Japan
来源：
TETRAHEDRON | 2009年 / 65卷 / 18期
基金：
日本学术振兴会;
关键词：
1,2-Dioxolane; Cyclic peroxides; Manganese(III) acetate; Aerobic oxidation; Oxirane; FREE-RADICAL CYCLIZATIONS; MANGANESE(III) ACETATE; MOLECULAR-OXYGEN; CYCLIC PEROXIDES; VINYL RADICALS; STEREOSELECTIVE-SYNTHESIS; 1,3-DICARBONYL COMPOUNDS; ARTEMISININ DERIVATIVES; AMMONIUM-NITRATE; SIMPLE ROUTE;
D O I：
10.1016/j.tet.2009.02.045
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The manganese(III)-based aerobic oxidation of arylacetylenes with 2,4-pentanedione at ambient temperature unexpectedly gave the 1,2-dioxolane derivatives in moderate yields together with a small amount of the oxiranes. The 1,2-dioxolanes underwent silica gel-assisted contraction to quantitatively give the oxiranes. The reaction pathway for the formation of the 1,2-dioxolanes and the by-product was discussed. (C) 2009 Elsevier Ltd. All rights reserved.
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页码：3745 / 3752
页数：8
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