Synthesis of α-alkylidene-γ-butyrolactones via ring-cleavage/recyclization of 2-amino-4,5-dihydro-3-furancarboxamides

被引:1
|
作者
Okabe, F [1 ]
Tagawa, Y [1 ]
Yamagata, K [1 ]
机构
[1] Fukuoka Univ, Fac Pharmaceut Sci, Jounan Ku, Fukuoka 8140180, Japan
关键词
D O I
10.1002/jhet.5570410405
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reactions of 2-amino-4,5-dihydro-3-furancarboxamides 1a,b with cyanomethylene compounds (such as alkyl cyanoacetates and malononitrile) gave the corresponding ring-opened products 2a-f. Compounds 2a-d reacted with methanesulfonic acid to give the corresponding alpha-alkylidene-gamma-butyrolactones 3a-d. On the other hand, treatment of 2e,f with methanesulfonic acid yielded 3-pyridinecarbonitrile derivatives 4a,b.
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页码:505 / 508
页数:4
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