同时反硝化C-C键形成和吡唑环的构建导致1,1'-二苯基-4,4'-联吡唑

IF 0.8 4区化学 Q4 CHEMISTRY, ORGANIC

Heterocycles Pub Date : 2023-01-01 DOI:10.3987/com-22-14772

N. Nishiwaki, Kento Iwai, Nana Hatayama

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引用次数: 0

摘要

-b -甲酰基-b -硝基胺与苯肼反应生成1,1'-二苯基-4,4'-联吡唑。发现异常的C-C键形成是在过量的联氨引发的离子机制下进行的。从合成化学的角度来看，这个反应很有趣，因为在中性条件下，它同时涉及吡唑环的构造和C-C键的形成。b -甲酰基- b -硝基胺(1)具有多种功能，如a, b -不饱和醛，硝基烯和烯胺。推挽性质产生高度电子偏置的C-C双键，该双键可与亲核试剂或亲电试剂反应，形成多功能杂环框架

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Simultaneous Denitrative C–C Bond Formation and Construction of Pyrazole Ring Leading to 1,1'-Diphenyl-4,4'-bipyrazole

–  -Formyl-  -nitroenamine reacts with phenylhydrazine to afford 1,1'-diphenyl-4,4'-bipyrazole. The unusual C–C bond formation was found to proceed in an ionic mechanism initiated by excess amount of hydrazine. This reaction is interesting from a viewpoint of synthetic chemistry because it simultaneously involves the construction of a pyrazole ring and the formation of a C–C bond under neutral conditions.  -Formyl-

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来源期刊

Heterocycles 化学-有机化学

CiteScore

1.50

自引率

0.00%

发文量

108

审稿时长

1 months

期刊介绍： Since its inception in 1973 HETEROCYCLES has provided a platform for the rapid exchange of research in the areas of organic, pharmaceutical, analytical, and medicinal chemistry of heterocyclic compounds in addition to communications, papers, reviews, a special section of the journal presents newly-discovered natural products whose structure has recently been established. Another section is devoted to the total synthesis of previously documented natural products with heterocyclic ring systems. Due to the fact that the journal is able to publish articles within two months of receipt of the manuscripts, researchers in this field can obtain up-to-date information on heterocyclic research by reading Heterocycles regularly. Audience: Organic and Physical Organic Chemists, Biochemists, Pharmacologists and Scientists studying heterocyclic compounds