A Mild, DNA-Compatible Nitro Reduction Using B(2)(OH)(4)

[Image: see text] A hypodiboric acid system for the reduction of nitro groups on DNA–chemical conjugates has been developed. This transformation provided good to excellent yields of the reduced amine product for a variety of functionalized aromatic, heterocyclic, and aliphatic nitro compounds. DNA t...

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Autores principales: Du, Huang-Chi, Simmons, Nicholas, Faver, John C., Yu, Zhifeng, Palaniappan, Murugesan, Riehle, Kevin, Matzuk, Martin M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2019
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6457042/
https://www.ncbi.nlm.nih.gov/pubmed/30860855
http://dx.doi.org/10.1021/acs.orglett.9b00497
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author Du, Huang-Chi
Simmons, Nicholas
Faver, John C.
Yu, Zhifeng
Palaniappan, Murugesan
Riehle, Kevin
Matzuk, Martin M.
author_facet Du, Huang-Chi
Simmons, Nicholas
Faver, John C.
Yu, Zhifeng
Palaniappan, Murugesan
Riehle, Kevin
Matzuk, Martin M.
author_sort Du, Huang-Chi
collection PubMed
description [Image: see text] A hypodiboric acid system for the reduction of nitro groups on DNA–chemical conjugates has been developed. This transformation provided good to excellent yields of the reduced amine product for a variety of functionalized aromatic, heterocyclic, and aliphatic nitro compounds. DNA tolerance to reaction conditions, extension to decigram scale reductions, successful use in a DNA-encoded chemical library synthesis, and subsequent target selection are also described.
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spelling pubmed-64570422019-04-11 A Mild, DNA-Compatible Nitro Reduction Using B(2)(OH)(4) Du, Huang-Chi Simmons, Nicholas Faver, John C. Yu, Zhifeng Palaniappan, Murugesan Riehle, Kevin Matzuk, Martin M. Org Lett [Image: see text] A hypodiboric acid system for the reduction of nitro groups on DNA–chemical conjugates has been developed. This transformation provided good to excellent yields of the reduced amine product for a variety of functionalized aromatic, heterocyclic, and aliphatic nitro compounds. DNA tolerance to reaction conditions, extension to decigram scale reductions, successful use in a DNA-encoded chemical library synthesis, and subsequent target selection are also described. American Chemical Society 2019-03-12 2019-04-05 /pmc/articles/PMC6457042/ /pubmed/30860855 http://dx.doi.org/10.1021/acs.orglett.9b00497 Text en Copyright © 2019 American Chemical Society This is an open access article published under a Creative Commons Attribution (CC-BY) License (http://pubs.acs.org/page/policy/authorchoice_ccby_termsofuse.html) , which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited.
spellingShingle Du, Huang-Chi
Simmons, Nicholas
Faver, John C.
Yu, Zhifeng
Palaniappan, Murugesan
Riehle, Kevin
Matzuk, Martin M.
A Mild, DNA-Compatible Nitro Reduction Using B(2)(OH)(4)
title A Mild, DNA-Compatible Nitro Reduction Using B(2)(OH)(4)
title_full A Mild, DNA-Compatible Nitro Reduction Using B(2)(OH)(4)
title_fullStr A Mild, DNA-Compatible Nitro Reduction Using B(2)(OH)(4)
title_full_unstemmed A Mild, DNA-Compatible Nitro Reduction Using B(2)(OH)(4)
title_short A Mild, DNA-Compatible Nitro Reduction Using B(2)(OH)(4)
title_sort mild, dna-compatible nitro reduction using b(2)(oh)(4)
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6457042/
https://www.ncbi.nlm.nih.gov/pubmed/30860855
http://dx.doi.org/10.1021/acs.orglett.9b00497
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