Straightforward synthesis of 2-substituted 3,4-dihydro-2H-1,4-benzoxazines under solid-liquid phase transfer catalysis conditions

被引：32

作者：

Albanese, D

Landini, D

Lupi, V

Penso, M

机构：

[1] Univ Milan, Dipartimento Chim Organ & Ind, I-20133 Milan, Italy

[2] CNR, ISTM, I-20133 Milan, Italy

来源：

INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH | 2003年 / 42卷 / 04期

关键词：

D O I：

10.1021/ie020702s

中图分类号：

TQ [化学工业];

学科分类号：

0817 ;

摘要：

A straightforward and efficient synthesis of 2-substituted 3,4-dihydro-2H-1,4-benzoxazines 6-9 has been carried out in excellent overall yields through the ring opening of epoxides 1 with arylsulfonamides 2 and 3, followed by cyclization of the hydroysulfonamides 4 and 5 thus obtained. Both steps are carried out under solid-liquid phase transfer catalysis (SL-PTC) conditions using potassium carbonate and sodium hydroxide as bases. The procedure is feasible for the synthesis of non-racemic 2-substituted benzoxazines.

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页码：680 / 686

页数：7

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