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Synthesis of 3-Substituted and 2,3-Disubstituted-4H-1,4-Benzoxazines

✍ Scribed by C. Buon; L. Chacun-Lefèvre; R. Rabot; P. Bouyssou; G. Coudert

Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
221 KB
Volume
56
Category
Article
ISSN
0040-4020

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✦ Synopsis

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.

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Synthesis of 3-substituted-4H-1,4-benzox
Synthesis of 3-substituted-4H-1,4-benzoxazines
✍ L. Chacun-Lefevre; C. Buon; P. Bouyssou; G. Coudert 📂 Article 📅 1998 🏛 Elsevier Science 🌐 French ⚖ 98 KB

Various 3-substituted-4H-1,4-benzoxazines were prepared in good yields by lithiation-electrophilic substitution of the 4-Boc-4H-l,4-benzoxazine. The synthesis of this carbamic derivative, in four steps from 2aminophenol, was described.