DIELS-ALDER REACTION OF 2-(CYCLIC AMINO)-SUBSTITUTED 3-FURANCARBONITRILES WITH MALEIMIDES TO PHTHALIMIDES

被引:4
|
作者
Maruoka, Hiroshi [1 ]
Okabe, Fumi [1 ]
Koutake, Yoshimichi [1 ]
Fujioka, Toshihiro [1 ]
Yamagata, Kenji [1 ]
机构
[1] Fukuoka Univ, Fac Pharmaceut Sci, Jonan Ku, Fukuoka 8140180, Japan
关键词
Diels-Alder Reaction; Cycloaddition; Furan; Phthalimide; Maleimide; FACTOR-ALPHA PRODUCTION; VERSUS-HOST-DISEASE; MICROWAVE IRRADIATION; ANTIINFLAMMATORY ACTIVITY; THALIDOMIDE; FURANS; ANILINES; ANALOGS; DERIVATIVES; ANHYDRIDES;
D O I
10.3987/COM-08-S(F)34
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient Diels-Alder reaction is described in the furan series, leading to phthalimides in high yields. Thermal treatment of 2-(4-morpholinyl, 1-piperidinyl, and 1-pyrrolidinyl)-3-furancarbortitfiles with maleimide derivatives, e.g. maleimide, N-methylmaleimide, N-benzylmaleimide, N-phenylmaleimide and N-(4-nitrophenyl)maleimide, in boiling acetic acid caused a [4 + 2] cycloaddition reaction to give the corresponding phthalimide derivatives.
引用
收藏
页码:617 / 628
页数:12
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