4.8 Article

Development and initial application of a hybridization-independent, DNA-encoded reaction discovery system compatible with organic solvents

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 129, Issue 48, Pages 14933-14938

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja074155j

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Funding

  1. NIGMS NIH HHS [R01GM065865, R01 GM065865-04, R01 GM065865] Funding Source: Medline

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We have developed and applied an approach to reaction discovery that takes advantage of DNA encoding, DNA-programmed assembly of substrate pairs, in vitro selection, and PCR amplification, yet does not require reaction conditions that support DNA hybridization. This system allows the simultaneous evaluation of > 200 potential bond-forming combinations of substrates in a single experiment and can be applied in a range of solvent and temperature conditions. In an initial application, we applied this system to explore Au(III)-mediated chemistry and uncovered a simple, mild method for the selective Markovnikov-type hydroarylation of vinyl arenes and trisubstituted olefins with indoles.

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