ONE-POT PALLADIUM-CATALYZED LIGAND- AND METAL-OXIDANT-FREE AEROBIC OXIDATIVE ISOCYANIDE INSERTION LEADING TO 2-AMINO-SUBSTITUTED-4(3H)-QUINAZOLINONES

被引：20

作者：

Vidyacharan, Shinde ^{[1
]}

Chaitra, N. C. ^{[1
]}

Sagar, A. ^{[1
]}

Sharada, Duddu S. ^{[1
]}

机构：

[1] Indian Inst Technol, Dept Chem, Hyderabad, Andhra Pradesh, India

来源：

SYNTHETIC COMMUNICATIONS | 2015年 / 45卷 / 07期

关键词：

2-Amino-substituted-4(3H)-quinazolinones; isocyanide insertion; Pd-catalyzed aerobic oxidation; EFFICIENT SYNTHESIS; CYCLOCARBONYLATION; HETEROCYCLES;

D O I：

10.1080/00397911.2014.992076

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient, ligand- and metal-oxidant-free, one-pot, cascade aerobic oxidative, palladium-catalyzed, multicomponent reaction has been developed through isocyanide insertion of less active secondary amide and aromatic amine, which leads to 2-amino-substituted-4(3H)-quinazolinones. This approach proves to be one of the simplest methods for the synthesis of this class of valuable bioactive heterocyclic scaffolds.

引用

页码：898 / 907

页数：10

共 8 条

[1] One-pot synthesis of 2-amino-4(3H)-quinazolinones via ring-opening of isatoic anhydride and palladium-catalyzed oxidative isocyanide-insertion
Ji, Fei
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Yi, Wen-Bin
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[2] An efficient metal-free synthesis of 2-amino-substituted-4(3H)-quinazolinones
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[3] One-pot synthesis of quinazolin-4(3H)-ones and fused quinazolinones by a palladium-catalyzed domino process
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[4] Amino-Functionalized MCM-41 Base-Catalyzed One-Pot Synthesis of 2-Amino-5,6-dihydropyrimidin-4(3H)-ones
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[5] Oxidant- and metal-free synthesis of 4(3H)-quinazolinones from 2-amino-N-methoxybenzamides and aldehydes via acid-promoted cyclocondensation and elimination
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[6] Copper-Free Palladium-Catalyzed Sonogashira Coupling-Annulation: Efficient One-Pot Synthesis of Functionalized Pyrano[4,3-b]quinolines from 2-Chloro-3-formylquinolines
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JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (15) : 5664 - 5666
[7] Palladium(II) N∧O Chelating Complexes Catalyzed One-Pot Approach for Synthesis of Quinazolin-4(3H)-ones via Acceptorless Dehydrogenative Coupling of Benzyl Alcohols and 2-Aminobenzamide
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ORGANOMETALLICS, 2021, 40 (06) : 725 - 734
[8] Trisodium Citrate Dihydrate-Catalyzed One-Pot Three-component Synthesis of Biologically Relevant Diversely Substituted 2-Amino-3-Cyano-4-(3-Indolyl)-4H-Chromenes under Eco-Friendly Conditions
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