General and Scalable Synthesis of 2-Aryl and 2-Alkyl Pyrimidines via an Electronically Tuned S N Ar Approach.
Chandrasekhar NavuluriHsin Y SuRyan J SullivanTaegyo LeeBrian P JonesBoris GorinJames Christopher McWilliamsJade D NelsonDino AlbericoJean-Nicolas DesrosiersPublished in: Organic letters (2024)
An efficient S N Ar approach for generating a wide array of 2-aryl and 2-alkyl pyrimidines in good to high yields was developed. This methodology does not require precious metal catalysts and is compatible with aryl, heteroaryl, and alkyl magnesium halides as nucleophiles. This process is scalable and performed at room temperature well below the temperature of the competing decomposition of the activated 2- tert -butyl sulfonyl pyrimidine electrophile.