Synthesis of diverse aryl-substituted amino propanes

IF 1.7 4区 化学 Bulletin of the Korean Chemical Society Pub Date : 2024-02-06 DOI:10.1002/bkcs.12820
Seyeon Yoo, Sojeong Yi, Hyun-Joon Ha
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Abstract

Amines bearing diverse aryl substituents for potential utilities as energy and new materials have been synthesized from aziridine-2-carboxaldehyde and diverse aryl-containing substrates. At first two aryl groups were to yield (aziridine-2-yl)-1,1-diaryl-methane which was converted to 5-diarylmethyl oxazolidin-2-one as a synthetic intermediate. They were further reacted with another aryl group in the presence of methanesulfonic acid to yield 2,3,3-triarylpropylamine with the possible carbenium ion intermediate. In addition, this reaction with a second additional phenolic aryl group gave rise to the diversely substituted 3-(4-methoxyphenyl)-(2,3-dihydrobenzofuran-2-yl)methanamine derived from the intramolecular aziridine ring-opening reaction by hydroxy group at phenol.

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多种芳基取代氨基丙烷的合成
人们从氮丙啶-2-甲醛和各种含芳基的底物中合成了具有能源和新材料潜在用途的各种芳基取代基的胺类化合物。首先,两个芳基生成(氮丙啶-2-基)-1,1-二芳基甲烷,并将其转化为 5-二芳基甲基噁唑烷-2-酮作为合成中间体。在甲磺酸存在下,它们与另一个芳基进一步反应,生成 2,3,3-三芳基丙胺和可能的硒离子中间体。此外,这种与第二个酚芳基的反应还产生了由苯酚上的羟基进行分子内氮丙啶开环反应而得到的多种取代的 3-(4-甲氧基苯基)-(2,3-二氢苯并呋喃-2-基)甲胺。
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来源期刊
Bulletin of the Korean Chemical Society
Bulletin of the Korean Chemical Society Chemistry-General Chemistry
自引率
23.50%
发文量
182
期刊介绍: The Bulletin of the Korean Chemical Society is an official research journal of the Korean Chemical Society. It was founded in 1980 and reaches out to the chemical community worldwide. It is strictly peer-reviewed and welcomes Accounts, Communications, Articles, and Notes written in English. The scope of the journal covers all major areas of chemistry: analytical chemistry, electrochemistry, industrial chemistry, inorganic chemistry, life-science chemistry, macromolecular chemistry, organic synthesis, non-synthetic organic chemistry, physical chemistry, and materials chemistry.
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