CYCLOADDITIONS OF 3-AMINO-2H-1,4-OXAZIN-2-ONES WITH OLEFINS - GENERATION OF 5,6-DIHYDRO-2-OXO-2H-PYRAN-6-CARBONITRILES
CYCLOADDITIONS OF 3-AMINO-2H-1,4-OXAZIN-2-ONES WITH OLEFINS - GENERATION OF 5,6-DIHYDRO-2-OXO-2H-PYRAN-6-CARBONITRILES
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DOI：
10.1016/0040-4039(92)88138-u
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发表时间：
1992-04-07
影响因子：
1.8
通讯作者：
HOORNAERT, GJ
中科院分区：
文献类型：
--
作者：
FANNES, CC;HOORNAERT, GJ
从3-氨基- 2h -1,4-恶辛-2-酮- 1b-d与甲苯回流反应中得到的Diels-Alder加合物发生环转化，生成先前未知的5,6-二氢-2-氧- 2h -吡喃-6-碳腈3。在某些情况下，后者转化为5-氨基-2,4-戊二烯腈。提出了一种合理的机制。
The Diels-Alder adducts from the reaction of 3-amino-2H-1,4-oxazin-2-ones 1b-d with olefins in toluene at reflux, undergo ring transformations yielding previously unknown 5,6-dihydro-2-oxo-2H-pyran-6-carbonitriles 3. In some cases the latter are converted into 5-amino-2,4-pentadienenitriles 4. A plausible mechanism is proposed.