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在通往咪唑啉的过程中，亲电活化的硝基烷烃与脂肪族二胺发生反应。

Electrophilically activated nitroalkanes in reaction with aliphatic diamines en route to imidazolines.

作者信息

Aksenov Alexander V, Aksenov Nicolai A, Arutiunov Nikolai A, Malyuga Vladimir V, Ovcharov Sergey N, Rubin Michael

机构信息

Department of Chemistry, North Caucasus Federal University 1a Pushkin St. Stavropol 355009 Russian Federation

Department of Chemistry, University of Kansas 1567 Irving Hill Road Lawrence KS 66045-7582 USA

出版信息

RSC Adv. 2019 Nov 29;9(67):39458-39465. doi: 10.1039/c9ra08630g. eCollection 2019 Nov 27.

DOI:10.1039/c9ra08630g
PMID:35540681
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9076073/
Abstract

A novel synthetic methodology for the assembly of imidazolines an unusual reaction between nitroalkanes and aliphatic 1,2-diamines in the presence of phosphorous acid is described. In contrast to the related highly efficient preparation of benzimidazoles from aromatic amines, this process represents a major synthetic challenge and for a long time was elusive. Analysis of the method limitations is provided.

摘要

描述了一种用于咪唑啉组装的新型合成方法，即在亚磷酸存在下，硝基烷烃与脂肪族1,2 - 二胺之间发生的一种不寻常反应。与由芳香胺高效制备苯并咪唑的相关方法不同，该过程是一个重大的合成挑战，并且长期以来难以实现。文中还对该方法的局限性进行了分析。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2b5b/9076073/ad7603a25645/c9ra08630g-s6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2b5b/9076073/bea1354be041/c9ra08630g-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2b5b/9076073/a85845190425/c9ra08630g-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2b5b/9076073/c77fbd617d56/c9ra08630g-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2b5b/9076073/d4df39813130/c9ra08630g-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2b5b/9076073/7ae6ec74a200/c9ra08630g-s5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2b5b/9076073/ad7603a25645/c9ra08630g-s6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2b5b/9076073/bea1354be041/c9ra08630g-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2b5b/9076073/a85845190425/c9ra08630g-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2b5b/9076073/c77fbd617d56/c9ra08630g-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2b5b/9076073/d4df39813130/c9ra08630g-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2b5b/9076073/7ae6ec74a200/c9ra08630g-s5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2b5b/9076073/ad7603a25645/c9ra08630g-s6.jpg

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