Indion 190 resin: Reusable catalyst for the synthesis of quinoxalines and pyrido-pyrazines at ambient temperature

Meshram, Gangadhar A.; Deshpande, Shruti; Vala, Vipul A.; Wagh, Pramod

doi:10.5155/eurjchem.4.4.422-424.857

Cited by 4 publications

References 29 publications

(22 reference statements)

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Cu–N‐heterocyclic carbene‐catalysed synthesis of 2‐aryl‐3‐(arylethynyl)quinoxalines from one‐pot tandem coupling ofo‐phenylenediamines and terminal alkynes

Motakatla

Gokanapalli

Peddiahgari

2019

Applied Organom Chemis

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A series of new benzimidazolium chlorides bearing N,N′-benzyl, 2,4,6trimethylbenzyl and 2,4,6-triisopropylbenzyl substituents have been designed and synthesized from various o-phenylenediamines. Subsequently, corresponding Cu-based N-heterocyclic carbenes (NHCs) were generated in situ in the reaction medium which represents a new application of NHCs exploiting distinct catalytic property towards intermolecular cyclization reaction cascade for the synthesis of 2-aryl-3-(arylethynyl)quinoxalines from ophenylenediamines and terminal alkynes. The outcome of the cyclization reaction product depends upon the N,N′-substituents present on the benzimidazolium chlorides.

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Cu–N‐heterocyclic carbene‐catalysed synthesis of 2‐aryl‐3‐(arylethynyl)quinoxalines from one‐pot tandem coupling ofo‐phenylenediamines and terminal alkynes

Motakatla

Gokanapalli

Peddiahgari

2019

Applied Organom Chemis

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The Synthesis of Benzimidazoles and Quinoxalines from Aromatic Diamines and Alcohols by Iridium‐Catalyzed Acceptorless Dehydrogenative Alkylation

Hille

Irrgang

Kempe

2014

Chemistry A European J

154

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Benzimidazoles and quinoxalines are important N-heteroaromatics with many applications in pharmaceutical and chemical industry. Here, the synthesis of both classes of compounds starting from aromatic diamines and alcohols (benzimidazoles) or diols (quinoxalines) is reported. The reactions proceed through acceptorless dehydrogenative condensation steps. Water and two equivalents of hydrogen are liberated in the course of the reactions. An Ir complex stabilized by the tridentate P^N^P ligand N(2) ,N(6) -bis(di-isopropylphosphino)pyridine-2,6-diamine revealed the highest catalytic activity for both reactions.

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Bicyclic 6-6 Systems: Three Heteroatoms 1:2

Loughlin

Boufridi

2022

Comprehensive Heterocyclic Chemistry IV

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Indion 190 resin: Reusable catalyst for the synthesis of quinoxalines and pyrido-pyrazines at ambient temperature

Cited by 4 publications

References 29 publications

Cu–N‐heterocyclic carbene‐catalysed synthesis of 2‐aryl‐3‐(arylethynyl)quinoxalines from one‐pot tandem coupling ofo‐phenylenediamines and terminal alkynes

Cu–N‐heterocyclic carbene‐catalysed synthesis of 2‐aryl‐3‐(arylethynyl)quinoxalines from one‐pot tandem coupling ofo‐phenylenediamines and terminal alkynes

The Synthesis of Benzimidazoles and Quinoxalines from Aromatic Diamines and Alcohols by Iridium‐Catalyzed Acceptorless Dehydrogenative Alkylation

Bicyclic 6-6 Systems: Three Heteroatoms 1:2

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