Large screening of DNA-compatible reaction conditions for Suzuki and Sonogashira cross-coupling reactions and for reverse amide bond formation

Progress in DNA-encoded chemical library synthesis and screening crucially relies on the availability of DNA-compatible reactions, which proceed with high yields excellent purity for a large number possible building blocks. In past, experimental conditions have been presented execution Suzuki Sonogashira cross-coupling reactions on-DNA. this article, our aim was to optimize comparing results previously published procedures. We tested performance improved using 606 blocks (including boronic acids, pinacol boranes terminal alkynes), achieving >70% conversion 84% molecules. Moreover, we describe efficient on-DNA amide bonds, starting from DNA derivatives carrying carboxylic acid moiety 300 primary, secondary aromatic amines, as bonds are frequently found libraries thanks their compatibility.