New Tricyclic Aryl Quinazoline Derivatives by Suzuki-Miyaura Cross-Coupling

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  • Uzbekistan Academy of Sciences
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Original languageEnglish
Article numbere202400197
Number of pages15
JournalCHEMISTRYOPEN
Volume13
Issue number12
Publication statusPublished - 8 Dec 2024

Abstract

A number of new deoxyvasicinone (2,3-dihydropyrrolo[2,1-b]quinazolin-9(1H)-one) and mackinazolinone (6,7,8,9-tetrahydro-11H-pyrido[2,1-b]quinazolin-11-one) derivatives with aryl substituents at C7/C8 and at C5 are reported. These compounds are rare representatives of their kind and were prepared in high yields by Suzuki-Miyaura cross-coupling reactions between 7-bromo-2,3-dihydro[2,1-b]quinazoline-9-(1H)-one, 5,7-dibromo-2,3-dihydro[2,1-b]quinazoline-9-(1H)-one or 8-bromomackinazolinone and respective arylboronic acids with palladium acetate as the catalyst. The products were characterized spectroscopically and, in addition, by X-ray crystal structure analyses in six cases.

Keywords

    Cross-Coupling, Palladium Catalysis, Quinazoline, Suzuki-Miyaura Reaction

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Cite this

New Tricyclic Aryl Quinazoline Derivatives by Suzuki-Miyaura Cross-Coupling. / Elmuradov, Burkhon; Okmanov, Rasul; Juraev, Bakhromjon et al.
In: CHEMISTRYOPEN, Vol. 13, No. 12, e202400197, 08.12.2024.

Research output: Contribution to journalArticleResearchpeer review

Elmuradov B, Okmanov R, Juraev B, Dräger G, Butenschön H. New Tricyclic Aryl Quinazoline Derivatives by Suzuki-Miyaura Cross-Coupling. CHEMISTRYOPEN. 2024 Dec 8;13(12):e202400197. doi: 10.1002/open.202400197
Elmuradov, Burkhon ; Okmanov, Rasul ; Juraev, Bakhromjon et al. / New Tricyclic Aryl Quinazoline Derivatives by Suzuki-Miyaura Cross-Coupling. In: CHEMISTRYOPEN. 2024 ; Vol. 13, No. 12.
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abstract = "A number of new deoxyvasicinone (2,3-dihydropyrrolo[2,1-b]quinazolin-9(1H)-one) and mackinazolinone (6,7,8,9-tetrahydro-11H-pyrido[2,1-b]quinazolin-11-one) derivatives with aryl substituents at C7/C8 and at C5 are reported. These compounds are rare representatives of their kind and were prepared in high yields by Suzuki-Miyaura cross-coupling reactions between 7-bromo-2,3-dihydro[2,1-b]quinazoline-9-(1H)-one, 5,7-dibromo-2,3-dihydro[2,1-b]quinazoline-9-(1H)-one or 8-bromomackinazolinone and respective arylboronic acids with palladium acetate as the catalyst. The products were characterized spectroscopically and, in addition, by X-ray crystal structure analyses in six cases.",
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T1 - New Tricyclic Aryl Quinazoline Derivatives by Suzuki-Miyaura Cross-Coupling

AU - Elmuradov, Burkhon

AU - Okmanov, Rasul

AU - Juraev, Bakhromjon

AU - Dräger, Gerald

AU - Butenschön, Holger

N1 - Publisher Copyright: © 2024 The Authors. ChemistryOpen published by Wiley-VCH GmbH.

PY - 2024/12/8

Y1 - 2024/12/8

N2 - A number of new deoxyvasicinone (2,3-dihydropyrrolo[2,1-b]quinazolin-9(1H)-one) and mackinazolinone (6,7,8,9-tetrahydro-11H-pyrido[2,1-b]quinazolin-11-one) derivatives with aryl substituents at C7/C8 and at C5 are reported. These compounds are rare representatives of their kind and were prepared in high yields by Suzuki-Miyaura cross-coupling reactions between 7-bromo-2,3-dihydro[2,1-b]quinazoline-9-(1H)-one, 5,7-dibromo-2,3-dihydro[2,1-b]quinazoline-9-(1H)-one or 8-bromomackinazolinone and respective arylboronic acids with palladium acetate as the catalyst. The products were characterized spectroscopically and, in addition, by X-ray crystal structure analyses in six cases.

AB - A number of new deoxyvasicinone (2,3-dihydropyrrolo[2,1-b]quinazolin-9(1H)-one) and mackinazolinone (6,7,8,9-tetrahydro-11H-pyrido[2,1-b]quinazolin-11-one) derivatives with aryl substituents at C7/C8 and at C5 are reported. These compounds are rare representatives of their kind and were prepared in high yields by Suzuki-Miyaura cross-coupling reactions between 7-bromo-2,3-dihydro[2,1-b]quinazoline-9-(1H)-one, 5,7-dibromo-2,3-dihydro[2,1-b]quinazoline-9-(1H)-one or 8-bromomackinazolinone and respective arylboronic acids with palladium acetate as the catalyst. The products were characterized spectroscopically and, in addition, by X-ray crystal structure analyses in six cases.

KW - Cross-Coupling

KW - Palladium Catalysis

KW - Quinazoline

KW - Suzuki-Miyaura Reaction

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