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Transition metal-promoted synthesis of 2-aryl/heteroaryl-thioquinazoline: C-S Bond formation by “Chan-Lam Cross-Coupling” Reaction

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Abstract

An efficient method for the synthesis of S-aryl /heteroaryl-quinazoline has been developed through the cross-coupling of 1,4-dihydroquinazoline with a variety of aryl and heteroaryl boronic acids assisted by [Cu(OAc) 2] as the catalyst for the formation of carbon-sulfur bonds. This newly developed method demonstrates that the conditions of the traditional copper-catalyzed Chan-Lam reaction can be improved. Optimized reaction involves base, solvent and catalyst.

An efficient method for the synthesis of S-aryl/heteroaryl-quinazoline has been developed through the cross-coupling of 1,4-dihydroquinazoline with a variety of aryl and heteroaryl boronic acids, assisted by [Cu(OAc)2] as the catalyst for the formation of carbon-sulfur bonds. This new method demonstrates that the conditions of the traditional copper-catalyzed Chan-Lam reaction can be improved.

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Acknowledgements

Pulakhandam S K is thankful to the authorities of Jawaharlal Nehru Technological University Kakinada for registration and GITAM University Hyderabad for providing laboratory facilities.

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Correspondence to NARESH KUMAR KATARI.

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Supplementary Information (SI)

NMR, IR and mass spectra of the synthesized compounds are reported in Supplementary Information, available at www.ias.ac.in/chemsci.

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PULAKHANDAM, S.K., KATARI, N.K. & MANDA, R.P.R. Transition metal-promoted synthesis of 2-aryl/heteroaryl-thioquinazoline: C-S Bond formation by “Chan-Lam Cross-Coupling” Reaction. J Chem Sci 129, 203–210 (2017). https://doi.org/10.1007/s12039-016-1217-7

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