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Issue 4, 2016
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Chemistry informer libraries: a chemoinformatics enabled approach to evaluate and advance synthetic methods

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Abstract

Major new advances in synthetic chemistry methods are typically reported using simple, non-standardized reaction substrates, and reaction failures are rarely documented. This makes the evaluation and choice of a synthetic method difficult. We report a standardized complex molecule diagnostic approach using collections of relevant drug-like molecules which we call chemistry informer libraries. With this approach, all chemistry results, successes and failures, can be documented to compare and evolve synthetic methods. To aid in the visualization of chemistry results in drug-like physicochemical space we have used an informatics methodology termed principal component analysis. We have validated this method using palladium- and copper-catalyzed reactions, including Suzuki–Miyaura, cyanation and Buchwald–Hartwig amination.

Graphical abstract: Chemistry informer libraries: a chemoinformatics enabled approach to evaluate and advance synthetic methods

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Publication details

The article was received on 09 des. 2015, accepted on 15 jan. 2016 and first published on 26 jan. 2016


Article type: Edge Article
DOI: 10.1039/C5SC04751J
Citation: Chem. Sci., 2016,7, 2604-2613
  • Open access: Creative Commons BY-NC license
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    Chemistry informer libraries: a chemoinformatics enabled approach to evaluate and advance synthetic methods

    P. S. Kutchukian, J. F. Dropinski, K. D. Dykstra, B. Li, D. A. DiRocco, E. C. Streckfuss, L. Campeau, T. Cernak, P. Vachal, I. W. Davies, S. W. Krska and S. D. Dreher, Chem. Sci., 2016, 7, 2604
    DOI: 10.1039/C5SC04751J

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