Radical Cyclization Reactions via Manganese(III) Acetate Leading to 2-Thienyl-Substituted Dihydrofuran Compounds

被引：20

作者：

Bicer, Emre ^{[1
]}

Yilmaz, Mehmet ^{[2
]}

Karatas, Melih ^{[1
]}

Pekel, Ahmet Tarik ^{[1
]}

机构：

[1] Ankara Univ, Dept Chem, Fac Sci, TR-06100 Tandogan, Turkey

[2] Kocaeli Univ, Fac Arts & Sci, Dept Chem, TR-41380 Umuttepe, Kocaeli, Turkey

来源：

HELVETICA CHIMICA ACTA | 2012年 / 95卷 / 05期

关键词：

4; 5-Dihydrofurans; 2-thienyl-substituted; Radical cyclization; Manganese(III) acetate; Cyclization reactions; 1,3-DICARBONYL COMPOUNDS; OXIDATIVE CYCLIZATION; ALKENES; DERIVATIVES; 3-OXOPROPANENITRILES; ANNULATION; ADDITIONS; LACTONES;

D O I：

10.1002/hlca.201100397

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The 2-thienyl-substituted 4,5-dihydrofuran derivatives 38 were obtained by the radical cyclization reaction of 1,3-dicarbonyl compounds 1a1f with 2-thienyl-substituted conjugated alkenes 2a2e by using [Mn(OAc)3] (Tables 15). In this study, reactions of 1,3-dicarbonyl compounds 1a1e with alkenes 2a2c gave 4,5-dihydrofuran derivatives 35 in high yields (Tables 13). Also the cyclic alkenes 2d and 2e gave the dihydrobenzofuran compounds, i.e., 6 and 7 in good yields (Table 4). Interestingly, the reaction of benzoylacetone (=1-phenylbutane-1,3-dione; 1f) with some alkenes gave two products due to generation of two stable carbocation intermediates (Table 5).

引用

页码：795 / 804

页数：10

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