On-DNA Synthesis of β-Sulfonyl-α,β-Unsaturated Carbonyl Scaffolds via Hydrosulfonation of Alkynylcarbonyl Compounds

초록

The development of new on-DNA synthetic methods is crucial for efficient drug discovery using DNA-encoded libraries (DELs). Herein, we present a novel on-DNA approach based on hydrosulfonation of alkynylcarbonyl compounds to access beta-sulfonyl-alpha,beta-unsaturated carbonyl scaffolds bearing vinyl and gamma-carbonyl sulfone skeletons. The reaction proceeds via a simple mix of alkynylcarbonyl compound and sodium sulfinate at 80 degrees C, showing moderate to good conversions, Z-geometry preference, and good DNA compatibility, supporting its utility in DEL construction.

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