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1,4,4-三甲基-3,4-二氢喹啉-2(1H)-酮的α-锂化和亲电取代反应。

α-Lithiation and electrophilic substitution of 1,4,4-trimethyl-3,4-dihydroquinolin-2-one.

机构信息

UMR CNRS 6239 GICC, Laboratoire de Chimie Organique & Thérapeutique, UFR des Sciences Pharmaceutiques, Université François Rabelais de Tours, 31 Avenue Monge, 37200 Tours, France.

出版信息

Molecules. 2010 Oct 29;15(11):7742-9. doi: 10.3390/molecules15117742.

DOI:10.3390/molecules15117742
PMID:21042263
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6259117/
Abstract

Treatment of 1,4,4-trimethyl-3,4-dihydroquinolin-2(1H)-one (2) with lithium diisopropylamide (LDA) followed by a wide range of electrophiles give the corresponding 4,4-dimethyl-3-substituted-3,4-dihydroquinolin-2-ones (3-13), providing a very mild electrophilic substitution of the 4,4-dimethyl-1,2,3,4-tetrahydroquinoline core.

摘要

用二异丙基氨基锂(LDA)处理 1,4,4-三甲基-3,4-二氢喹啉-2(1H)-酮(2),然后用广泛的亲电试剂处理,得到相应的 4,4-二甲基-3-取代-3,4-二氢喹啉-2-酮(3-13),提供了对 4,4-二甲基-1,2,3,4-四氢喹啉核心的非常温和的亲电取代。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/24be/6259117/61d7b275c7b2/molecules-15-07742-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/24be/6259117/b48c01eeaf0a/molecules-15-07742-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/24be/6259117/5c7f1a6838ae/molecules-15-07742-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/24be/6259117/61d7b275c7b2/molecules-15-07742-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/24be/6259117/b48c01eeaf0a/molecules-15-07742-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/24be/6259117/5c7f1a6838ae/molecules-15-07742-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/24be/6259117/61d7b275c7b2/molecules-15-07742-g003.jpg

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4,4-Dimethyl-1,2,3,4-tetrahydroquinoline-based PPARalpha/gamma agonists. Part I: synthesis and pharmacological evaluation.基于4,4-二甲基-1,2,3,4-四氢喹啉的PPARα/γ激动剂。第一部分:合成与药理学评价。
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Dihydro-[1H]-quinolin-2-ones as retinoid X receptor (RXR) agonists for potential treatment of dyslipidemia.
二氢-[1H]-喹啉-2-酮作为视黄酸X受体(RXR)激动剂用于潜在治疗血脂异常
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