CONVENIENT SYNTHESIS OF A SIMPLE COUMARIN FROM SALICYLALDEHYDE AND WITTIG REAGENT .3. SYNTHESIS OF NITROCOUMARINS

被引:25
作者
HARAYAMA, T [1 ]
NAKATSUKA, K [1 ]
NISHIOKA, H [1 ]
MURAKAMI, K [1 ]
OHMORI, Y [1 ]
TAKEUCHI, Y [1 ]
ISHII, H [1 ]
KENMOTSU, K [1 ]
机构
[1] CHIBA UNIV,FAC PHARMACEUT SCI,INAGE KU,CHIBA 263,JAPAN
关键词
D O I
10.3987/COM-94-6910
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reaction of nitrosalicylaldehydes (1) with carbethoxymethylenetriphenylphosphorane in Et(2)NPh, in Ph(2)O, and in the absence of solvent (neat) at 210-215 degrees C was investigated. Reaction of 3-nitrosalicylaldehyde (1d) in Et(2)NPh afforded the benzoxazole (6) and the aminocoumarin (3e) along with the expected coumarin (3d). It was clarified that the origin of carbon-unit introduced for the formation of the benzoxazole ring came from the alkyl group of solvent.
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页码:2729 / 2738
页数:10
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