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Synthesis of 3-substituted-4H-1,4-benzoxazines

✍ Scribed by L. Chacun-Lefevre; C. Buon; P. Bouyssou; G. Coudert

Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
98 KB
Volume
39
Category
Article
ISSN
0040-4039

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✦ Synopsis

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.

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Synthesis of 3-substituted-4H-1,4-benzox
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Here is described a high yield synthesis of 3-substituted 4H-1,4-benzoxazines via palladium-catalysed coupling reactions between organostannanes and a vinylphosphate obtained from a benzoxazin-3-one derivative.

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✍ C. Buon; L. Chacun-LefΓ¨vre; R. Rabot; P. Bouyssou; G. Coudert πŸ“‚ Article πŸ“… 2000 πŸ› Elsevier Science 🌐 French βš– 221 KB

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 secon