A Facile Synthesis of Quinazolin-4(3H)-ones via Copper-Catalyzed One-Pot, Three-Component Tandem Reaction

Shiv Dhiman; Nitesh K. Nandwana; Shreemala Dhayal; Hitesh K. Saini; Dalip Kumar; Anil Kumar

doi:10.1002/slct.201701778

A Facile Synthesis of Quinazolin-4(3H)-ones via Copper-Catalyzed One-Pot, Three-Component Tandem Reaction

Shiv Dhiman
, Nitesh K. Nandwana
, Shreemala Dhayal
, Hitesh K. Saini
, Dalip Kumar
, Anil Kumar

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

13 Scopus citations

Abstract

A simple and convenient one-pot, three-component tandem reaction has been developed for the synthesis of substituted quinazolin-4(3H)-ones using CuI/L-proline as catalytic system. A series of 35 quinazolin-4(3H)-ones was synthesized in good to high yield. The method involves copper-catalyzed double C−N coupling, reductive amination, condensation, cyclization and aerobic oxidation. Good functional group tolerance, mild reaction condition, readily available starting materials and user friendly procedure makes this protocol practically good and attractive method for the synthesis of quinazolin-4(3H)-ones.

Original language	English
Pages (from-to)	8016-8019
Number of pages	4
Journal	ChemistrySelect
Volume	2
Issue number	26
DOIs	https://doi.org/10.1002/slct.201701778
State	Published - 11 Sep 2017
Externally published	Yes

Keywords

Amination
C−N coupling
copper catalyst
quinazolin-4(3H)-ones
tandem reaction
three-component reaction

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10.1002/slct.201701778

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title = "A Facile Synthesis of Quinazolin-4(3H)-ones via Copper-Catalyzed One-Pot, Three-Component Tandem Reaction",

abstract = "A simple and convenient one-pot, three-component tandem reaction has been developed for the synthesis of substituted quinazolin-4(3H)-ones using CuI/L-proline as catalytic system. A series of 35 quinazolin-4(3H)-ones was synthesized in good to high yield. The method involves copper-catalyzed double C−N coupling, reductive amination, condensation, cyclization and aerobic oxidation. Good functional group tolerance, mild reaction condition, readily available starting materials and user friendly procedure makes this protocol practically good and attractive method for the synthesis of quinazolin-4(3H)-ones.",

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doi = "10.1002/slct.201701778",

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AU - Nandwana, Nitesh K.

AU - Dhayal, Shreemala

AU - Saini, Hitesh K.

AU - Kumar, Dalip

AU - Kumar, Anil

PY - 2017/9/11

Y1 - 2017/9/11

N2 - A simple and convenient one-pot, three-component tandem reaction has been developed for the synthesis of substituted quinazolin-4(3H)-ones using CuI/L-proline as catalytic system. A series of 35 quinazolin-4(3H)-ones was synthesized in good to high yield. The method involves copper-catalyzed double C−N coupling, reductive amination, condensation, cyclization and aerobic oxidation. Good functional group tolerance, mild reaction condition, readily available starting materials and user friendly procedure makes this protocol practically good and attractive method for the synthesis of quinazolin-4(3H)-ones.

AB - A simple and convenient one-pot, three-component tandem reaction has been developed for the synthesis of substituted quinazolin-4(3H)-ones using CuI/L-proline as catalytic system. A series of 35 quinazolin-4(3H)-ones was synthesized in good to high yield. The method involves copper-catalyzed double C−N coupling, reductive amination, condensation, cyclization and aerobic oxidation. Good functional group tolerance, mild reaction condition, readily available starting materials and user friendly procedure makes this protocol practically good and attractive method for the synthesis of quinazolin-4(3H)-ones.

KW - Amination

KW - C−N coupling

KW - copper catalyst

KW - quinazolin-4(3H)-ones

KW - tandem reaction

KW - three-component reaction

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DO - 10.1002/slct.201701778

M3 - Article

AN - SCOPUS:85041717579

SN - 2365-6549

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JO - ChemistrySelect

JF - ChemistrySelect

IS - 26

ER -

A Facile Synthesis of Quinazolin-4(3H)-ones via Copper-Catalyzed One-Pot, Three-Component Tandem Reaction

Abstract

Keywords

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