Microwave-assisted regioselective Suzuki coupling of 2,4-dichloropyrimidines with aryl and heteroaryl boronic acids

Dolšak, Ana (author), Mrgole, Kristjan (author), Sova, Matej (author)

Suzuki coupling reaction has been often used for the preparation of a diverse set of substituted pyrimidines. In this study, the Suzuki coupling of 2,4-dichloropyrimidines with aryl and heteroaryl boronic acids was investigated. A thorough screening of reaction conditions and the use of microwave irradiation led to a very efficient and straightforward synthetic procedure providing C4-substituted pyrimidines in good to excellent yields. Short reaction time (15 min) and extremely low catalyst loading (0.5 mol%) are the main advantages of our tetrakis(triphenylphosphine)palladium(0) catalyzed microwave-assisted procedure, which could be used for quick and low-cost regioselective preparation of substituted pyrimidine rings.

• Language: English
• Keywords: cross-coupling, Suzuki, palladium, pyrimidines, synthesis, microwave-assisted
• Work type: Article
• Typology: 1.01 - Original Scientific Article
• Organization: FFA - Faculty of Pharmacy
• Publication status: Published
• Publication version: Version of Record
• Year: 2021
• Number of pages: 16 str.
• Numbering: Vol. 11, iss. 4, art. 439
• PID: 20.500.12556/RUL-135364
• UDC: 615.4:54:547
• ISSN on article: 2073-4344
• DOI: 10.3390/catal11040439
• COBISS.SI-ID: 59092995
• Publication date in RUL: 09.03.2022

Record is a part of a journal

• Title: Catalysts
• Shortened title: Catalysts
• Publisher: MDPI AG
• ISSN: 2073-4344
• COBISS.SI-ID: 519958297

Licences

• License: CC BY 4.0, Creative Commons Attribution 4.0 International
• Link: http://creativecommons.org/licenses/by/4.0/
• Description: This is the standard Creative Commons license that gives others maximum freedom to do what they want with the work as long as they credit the author.
• Licensing start date: 01.04.2021

Secondary language

• Language: Slovenian
• Keywords: pirimidin, boronska kislina, sinteza spojin, farmacevtska kemija

Projects

• Funder: ARRS - Slovenian Research Agency
• Project number: P1-0208
• Name: Farmacevtska kemija: načrtovanje, sinteza in vrednotenje učinkovin

• Funder: ARRS - Slovenian Research Agency
• Funding programme: Junior Researcher