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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 28, 1998 - Issue 15
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Original Articles

Selective Alkylation of 3-Oxo-3,4-Dihydro-2H-1,4-Benzoxazine-2-Carboxylates

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Pages 2737-2749 | Received 15 Dec 1997, Published online: 20 Aug 2006
 

Abstract

Selective N-alkylation of 3-oxo-3,4-dihydro-2H-1,4-benzoxazine-2-carboxylates is achieved under phase transfer catalysis. Alkylation of 4-alkyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-2-carboxylates at position 2 using sodium hydride as a base affords 2,4-dialkyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-2-carboxylates.

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