Synthesis of 3-substituted and 2,3-disubstituted-4H-1,4-benzoxazines

被引：65

作者：

Buon, C ^{[1
]}

Chacun-Lefèvre, L ^{[1
]}

Rabot, R ^{[1
]}

Bouyssou, P ^{[1
]}

Coudert, G ^{[1
]}

机构：

[1] Univ Orleans, Inst Chim Organ & Anal, F-45067 Orleans 02, France

来源：

TETRAHEDRON | 2000年 / 56卷 / 04期

关键词：

4H-1,4-benzoxazine; metallation; lithiation-electrophilic substitution;

D O I：

10.1016/S0040-4020(99)01023-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two new and efficient synthetic routes towards substituted 4H-1,4-benzoxazine derivatives were reported. The first one involves the synthesis in four steps of the 4-Boc-4H-1,4-benzoxazine and its regioselective substitution on C-3 following a lithiation-electrophilic substitution sequence. The second route involves palladium-catalyzed coupling reactions between organostannanes and a vinylphosphate obtained from a benzoxazin-3-one derivative. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：605 / 614

页数：10

共 16 条

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