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4-(2-氨基苯基)-4-氧代-2-苯基丁腈氧化环化生成2-(3-氧代吲哚啉-2-亚基)乙腈

Oxidative Cyclization of 4-(2-Aminophenyl)-4-oxo-2-phenylbutanenitriles into 2-(3-Oxoindolin-2-ylidene)acetonitriles.

作者信息

Aksenov Nicolai A, Aksenov Alexander V, Prityko Lidiya A, Aksenov Dmitrii A, Aksenova Daria S, Nobi Mezvah A, Rubin Michael

机构信息

Department of Chemistry, North Caucasus Federal University, 1a Pushkin St., Stavropol 355017, Russian Federation.

Department of Chemistry, University of Kansas, 1567 Irving Hill Road, Lawrence, Kansas 66045, United States.

出版信息

ACS Omega. 2022 Apr 15;7(16):14345-14356. doi: 10.1021/acsomega.2c01238. eCollection 2022 Apr 26.

DOI:10.1021/acsomega.2c01238
PMID:35573208
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9089741/
Abstract

A facile and highly efficient method for the preparation of 2-(3-oxoindolin-2-ylidene)acetonitriles from 4-(2-aminophenyl)-4-oxo-2-phenylbutanenitriles is described. The featured transformation operates via nucleophilic intramolecular cyclization and involves oxidation of the aniline moiety. Overall, this modification allowed for the improvement of yields and expansion of the reaction scope.

摘要

描述了一种由4-(2-氨基苯基)-4-氧代-2-苯基丁腈制备2-(3-氧代吲哚啉-2-亚基)乙腈的简便高效方法。该特色转化通过亲核分子内环化进行，并涉及苯胺部分的氧化。总体而言，这种改进提高了产率并扩大了反应范围。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2306/9089741/bfc4ac9f78d7/ao2c01238_0012.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2306/9089741/e952580bf803/ao2c01238_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2306/9089741/1e177016ed97/ao2c01238_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2306/9089741/a7d72b9bfccc/ao2c01238_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2306/9089741/79d39babae4f/ao2c01238_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2306/9089741/a60ee1e8c19a/ao2c01238_0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2306/9089741/5c019f0a9b90/ao2c01238_0009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2306/9089741/bf5365c15ccc/ao2c01238_0010.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2306/9089741/bfc4ac9f78d7/ao2c01238_0012.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2306/9089741/71785174d3e1/ao2c01238_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2306/9089741/d9b21b2eb36d/ao2c01238_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2306/9089741/e952580bf803/ao2c01238_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2306/9089741/1e177016ed97/ao2c01238_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2306/9089741/a7d72b9bfccc/ao2c01238_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2306/9089741/79d39babae4f/ao2c01238_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2306/9089741/a60ee1e8c19a/ao2c01238_0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2306/9089741/5c019f0a9b90/ao2c01238_0009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2306/9089741/bf5365c15ccc/ao2c01238_0010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2306/9089741/2c4f134882ce/ao2c01238_0011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2306/9089741/bfc4ac9f78d7/ao2c01238_0012.jpg

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