- A Facile and Convenient Synthesis of Fluorine-Containing Naphthoxazines by Novel Cyclization of N,N-Dialkyl-2,4-bis(trifluoroacetyl)-1-naphthylamines
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N,N-Dialkyl-2,4-bis(trifluoroacetyl)-1-naphthylamines (1a-j) underwent acid catalyzed cyclization by trifluoroacetic acid or silica gel to give naphthoxazines (2a-j) in excellent yields.Naphthylamines (1b,d,e,h-j) were found to perform this type of cyclization easily in refluxing butyronitrile or acetonitrile even in the absence of acids.Remarkably high regioselectivities were exhibited in the cyclization of unsymmetrically N,N-dialkyl-substituted naphthylamines (1g-j) and the corresponding naphthoxazines (2g-j) were obtained in high yields.
- Okada, Etsuji,Masuda, Ryoichi,Hojo, Masaru,Tomifuji, Takeshi
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p. 845 - 856
(2007/10/02)
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- NUCLEOPHILIC NITROGEN-NITROGEN EXCHANGE REACTION AT AROMATIC CARBON ATOMS - REACTION OF N,N-DIMETHYL-2,4-BISTRIFLUOROACETYL-1-NAPHTHYLAMINE WITH VARIOUS AMINES
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N,N-Dimethyl-1-naphthylamine reacted easily with trifluoroacetic anhydride to give the title compound 2 quantitatively.Aromatic nucleophilic substitution reaction of 2 with various amines proceeded readily under mild conditions to give the corresponding n
- Hojo, Masaru,Masuda, Ryoichi,Okada, Etsuji
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p. 6199 - 6200
(2007/10/02)
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