An improved method for synthesis of non-symmetric triarylpyridines

Arvind Negi; Styliana I. Mirallai; Saidulu Konda; Paul V. Murphy

doi:10.1016/j.tet.2022.132930

An improved method for synthesis of non-symmetric triarylpyridines

Arvind Negi, Styliana I. Mirallai, Saidulu Konda, Paul V. Murphy

Not published at Aalto University

National University of Ireland, Galway

Research output: Contribution to journal › Article › Scientific › peer-review

Abstract

The optimization of a multicomponent reaction, to prepare triarylpyridines (triphenylpyridine), and which includes 17 examples where each aryl substituent is distinct (non-symmetric pyridine) is reported. The non-symmetric triarylpyridine aqrar forming reaction involves the sequential addition of two different acetophenones to a benzylamine in DMF in the presence of copper (I) iodide (20 mol %), methanolic ammonia (2 equiv.), and oxygen. The optimized method was used to give twenty five different triarylpyridines in 43–91% yield, including products with a thiophene substituent and bipyridines.

Original language	English
Article number	132930
Number of pages	13
Journal	Tetrahedron
Volume	121
Early online date	17 Aug 2022
DOIs	https://doi.org/10.1016/j.tet.2022.132930
Publication status	Published - 27 Aug 2022
MoE publication type	A1 Journal article-refereed

Keywords

pyridine synthesis
copper iodide
multicomponent reactors
oxidative elimination

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10.1016/j.tet.2022.132930Licence: CC BY

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title = "An improved method for synthesis of non-symmetric triarylpyridines",

abstract = "The optimization of a multicomponent reaction, to prepare triarylpyridines (triphenylpyridine), and which includes 17 examples where each aryl substituent is distinct (non-symmetric pyridine) is reported. The non-symmetric triarylpyridine aqrar forming reaction involves the sequential addition of two different acetophenones to a benzylamine in DMF in the presence of copper (I) iodide (20 mol %), methanolic ammonia (2 equiv.), and oxygen. The optimized method was used to give twenty five different triarylpyridines in 43–91% yield, including products with a thiophene substituent and bipyridines.",

keywords = "pyridine synthesis, copper iodide, multicomponent reactors, oxidative elimination",

author = "Arvind Negi and Mirallai, {Styliana I.} and Saidulu Konda and Murphy, {Paul V.}",

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doi = "10.1016/j.tet.2022.132930",

language = "English",

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journal = "Tetrahedron",

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T1 - An improved method for synthesis of non-symmetric triarylpyridines

AU - Negi, Arvind

AU - Mirallai, Styliana I.

AU - Konda, Saidulu

AU - Murphy, Paul V.

PY - 2022/8/27

Y1 - 2022/8/27

N2 - The optimization of a multicomponent reaction, to prepare triarylpyridines (triphenylpyridine), and which includes 17 examples where each aryl substituent is distinct (non-symmetric pyridine) is reported. The non-symmetric triarylpyridine aqrar forming reaction involves the sequential addition of two different acetophenones to a benzylamine in DMF in the presence of copper (I) iodide (20 mol %), methanolic ammonia (2 equiv.), and oxygen. The optimized method was used to give twenty five different triarylpyridines in 43–91% yield, including products with a thiophene substituent and bipyridines.

AB - The optimization of a multicomponent reaction, to prepare triarylpyridines (triphenylpyridine), and which includes 17 examples where each aryl substituent is distinct (non-symmetric pyridine) is reported. The non-symmetric triarylpyridine aqrar forming reaction involves the sequential addition of two different acetophenones to a benzylamine in DMF in the presence of copper (I) iodide (20 mol %), methanolic ammonia (2 equiv.), and oxygen. The optimized method was used to give twenty five different triarylpyridines in 43–91% yield, including products with a thiophene substituent and bipyridines.

KW - pyridine synthesis

KW - copper iodide

KW - multicomponent reactors

KW - oxidative elimination

U2 - 10.1016/j.tet.2022.132930

DO - 10.1016/j.tet.2022.132930

M3 - Article

SN - 0040-4020

VL - 121

JO - Tetrahedron

JF - Tetrahedron

M1 - 132930

ER -

An improved method for synthesis of non-symmetric triarylpyridines

Abstract

Keywords

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