Palladium-Catalyzed Synthesis of 4-Aminoquinazolines from Amide Oxime Ethers and 2-Iodobenzonitrile

Research output

Abstract

4-Substituted O-benzyl benzamide oximes reacted with 2-iodobenzonitrile in the presence of 0.1 mol % of [Pd2(dba)3], 0.2 mol % of XantPhos, and 1.5 equiv of Cs2CO3 in dioxane under argon to give 2-arylquinazolin-4-amines. The described reaction is a new type of cascade processes, which affords 4-amino-quinazoline derivatives without using highly reactive chlorinating agents.

Original languageEnglish
Pages (from-to)668-672
Number of pages5
JournalRussian Journal of General Chemistry
Volume89
Issue number4
DOIs
Publication statusPublished - 1 Apr 2019

Fingerprint

Quinazolines
Oximes
Ethers
Argon
Palladium
Amides
Amines
Derivatives
1,4-dioxane
benzamide
4-aminoquinazoline
xantphos

Scopus subject areas

  • Chemistry(all)

Cite this

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title = "Palladium-Catalyzed Synthesis of 4-Aminoquinazolines from Amide Oxime Ethers and 2-Iodobenzonitrile",
abstract = "4-Substituted O-benzyl benzamide oximes reacted with 2-iodobenzonitrile in the presence of 0.1 mol {\%} of [Pd2(dba)3], 0.2 mol {\%} of XantPhos, and 1.5 equiv of Cs2CO3 in dioxane under argon to give 2-arylquinazolin-4-amines. The described reaction is a new type of cascade processes, which affords 4-amino-quinazoline derivatives without using highly reactive chlorinating agents.",
keywords = "4-aminoquinazolines, cross-coupling reactions, metal complex catalysis, oximes, palladium",
author = "Demakova, {M. Ya} and Islamova, {R. M.} and Suslonov, {V. V.}",
year = "2019",
month = "4",
day = "1",
doi = "10.1134/S1070363219040054",
language = "English",
volume = "89",
pages = "668--672",
journal = "Russian Journal of General Chemistry",
issn = "1070-3632",
publisher = "МАИК {"}Наука/Интерпериодика{"}",
number = "4",

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TY - JOUR

T1 - Palladium-Catalyzed Synthesis of 4-Aminoquinazolines from Amide Oxime Ethers and 2-Iodobenzonitrile

AU - Demakova, M. Ya

AU - Islamova, R. M.

AU - Suslonov, V. V.

PY - 2019/4/1

Y1 - 2019/4/1

N2 - 4-Substituted O-benzyl benzamide oximes reacted with 2-iodobenzonitrile in the presence of 0.1 mol % of [Pd2(dba)3], 0.2 mol % of XantPhos, and 1.5 equiv of Cs2CO3 in dioxane under argon to give 2-arylquinazolin-4-amines. The described reaction is a new type of cascade processes, which affords 4-amino-quinazoline derivatives without using highly reactive chlorinating agents.

AB - 4-Substituted O-benzyl benzamide oximes reacted with 2-iodobenzonitrile in the presence of 0.1 mol % of [Pd2(dba)3], 0.2 mol % of XantPhos, and 1.5 equiv of Cs2CO3 in dioxane under argon to give 2-arylquinazolin-4-amines. The described reaction is a new type of cascade processes, which affords 4-amino-quinazoline derivatives without using highly reactive chlorinating agents.

KW - 4-aminoquinazolines

KW - cross-coupling reactions

KW - metal complex catalysis

KW - oximes

KW - palladium

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U2 - 10.1134/S1070363219040054

DO - 10.1134/S1070363219040054

M3 - Article

AN - SCOPUS:85067676383

VL - 89

SP - 668

EP - 672

JO - Russian Journal of General Chemistry

JF - Russian Journal of General Chemistry

SN - 1070-3632

IS - 4

ER -