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

Burkhon ElmuradovInstitute of the Chemistry of Plant Substances Academy of Sciences of Uzbekistan 100170 Mirzo-Ulugbek str. 77 Tashkent UzbekistanR. Ya. OkmanovInstitute of the Chemistry of Plant Substances Academy of Sciences of Uzbekistan 100170 Mirzo-Ulugbek str. 77 Tashkent UzbekistanBakhromjon B. JuraevInstitute of the Chemistry of Plant Substances Academy of Sciences of Uzbekistan 100170 Mirzo-Ulugbek str. 77 Tashkent UzbekistanGerald DrägerLeibniz Universität Hannover Institut für Organische Chemie Schneiderberg 1B D-30167 Hannover GermanyHolger ButenschönLeibniz Universität Hannover Institut für Organische Chemie Schneiderberg 1B D-30167 Hannover Germany
ChemistryOpenjournal2024en
ABI

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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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