Development and Initial Application of a Hybridization-Independent, DNA-Encoded Reaction Discovery System Compatible with Organic Solvents
Author(s) -
Mary M. Rozenman,
Matthew W. Kanan,
David R. Liu
Publication year - 2007
Publication title -
journal of the american chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 7.115
H-Index - 612
eISSN - 1520-5126
pISSN - 0002-7863
DOI - 10.1021/ja074155j
Subject(s) - chemistry , dna , markovnikov's rule , combinatorial chemistry , substrate (aquarium) , reaction conditions , dna–dna hybridization , nanotechnology , organic chemistry , biochemistry , regioselectivity , catalysis , oceanography , materials science , geology
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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