Rearrangement and cyclo-α-elimination of N-substituted amidines using (diacetoxyiodo)benzene

Rearrangement and cyclo-α-elimination of N-substituted amidines using (diacetoxyiodo)benzene
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DOI:
10.1039/p19950000615
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发表时间:
1995
期刊:
Journal of The Chemical Society-perkin Transactions 1
影响因子:
--
通讯作者:
C. Ramsden;Helen L. Rose
C. Ramsden;Helen L. Rose
中科院分区:
其他
文献类型:
--
作者:
C. Ramsden;Helen L. Rose

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N-取代脒与(二乙酰氧基碘)苯反应的产物由脒取代基的性质和反应温度决定:N-2-苯基呋喃-2-甲亚胺酰胺的重排提供了一条方便的路线得到N-(2-呋喃基)乙酰胺,而N-苯基C-烷基甲亚胺酰胺环化得到苯并咪唑,产率很高。
The products of reaction of N-substituted amidines with (diacetoxyiodo)benzene are determined by the nature of the amidine substituents and the reaction temperature: rearrangement of N2-phenylfuran-2-carboximidamide provides a convenient route to N-(2-furyl)acetamide, whereas N-phenyl C-alkyl formimidamides cyclise to give benzimidazoles in good yield.