Synthesis of 3-substituted-4H-1,4-benzoxazines via palladium-catalysed coupling reactions
β Scribed by C. Buon; P. Bouyssou; G. Coudert
- Publisher
- Elsevier Science
- Year
- 1999
- Tongue
- French
- Weight
- 109 KB
- Volume
- 40
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
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.
π SIMILAR VOLUMES
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.
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