Expedient Organocatalytic Aza-Morita–Baylis–Hillman Reaction through Ball-Milling

[Image: see text] A ball-milling enabled tertiary amine catalyzed aza-Morita–Baylis–Hillman reaction is reported. The reaction process does not require solvent, has significantly shorter reaction times than previous methods and is reported on a range of imines and acrylate Michael acceptors across t...

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Autores principales: Williams, Matthew T. J., Morrill, Louis C., Browne, Duncan L.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2020
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7885690/
https://www.ncbi.nlm.nih.gov/pubmed/33614300
http://dx.doi.org/10.1021/acssuschemeng.0c07320
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author Williams, Matthew T. J.
Morrill, Louis C.
Browne, Duncan L.
author_facet Williams, Matthew T. J.
Morrill, Louis C.
Browne, Duncan L.
author_sort Williams, Matthew T. J.
collection PubMed
description [Image: see text] A ball-milling enabled tertiary amine catalyzed aza-Morita–Baylis–Hillman reaction is reported. The reaction process does not require solvent, has significantly shorter reaction times than previous methods and is reported on a range of imines and acrylate Michael acceptors across than 26 examples. A 12-fold scaled-up example is also reported as well as experimental comparisons to solution-based experiments and neat-stirred reactions.
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spelling pubmed-78856902021-02-17 Expedient Organocatalytic Aza-Morita–Baylis–Hillman Reaction through Ball-Milling Williams, Matthew T. J. Morrill, Louis C. Browne, Duncan L. ACS Sustain Chem Eng [Image: see text] A ball-milling enabled tertiary amine catalyzed aza-Morita–Baylis–Hillman reaction is reported. The reaction process does not require solvent, has significantly shorter reaction times than previous methods and is reported on a range of imines and acrylate Michael acceptors across than 26 examples. A 12-fold scaled-up example is also reported as well as experimental comparisons to solution-based experiments and neat-stirred reactions. American Chemical Society 2020-11-23 2020-12-07 /pmc/articles/PMC7885690/ /pubmed/33614300 http://dx.doi.org/10.1021/acssuschemeng.0c07320 Text en © 2020 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 Williams, Matthew T. J.
Morrill, Louis C.
Browne, Duncan L.
Expedient Organocatalytic Aza-Morita–Baylis–Hillman Reaction through Ball-Milling
title Expedient Organocatalytic Aza-Morita–Baylis–Hillman Reaction through Ball-Milling
title_full Expedient Organocatalytic Aza-Morita–Baylis–Hillman Reaction through Ball-Milling
title_fullStr Expedient Organocatalytic Aza-Morita–Baylis–Hillman Reaction through Ball-Milling
title_full_unstemmed Expedient Organocatalytic Aza-Morita–Baylis–Hillman Reaction through Ball-Milling
title_short Expedient Organocatalytic Aza-Morita–Baylis–Hillman Reaction through Ball-Milling
title_sort expedient organocatalytic aza-morita–baylis–hillman reaction through ball-milling
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7885690/
https://www.ncbi.nlm.nih.gov/pubmed/33614300
http://dx.doi.org/10.1021/acssuschemeng.0c07320
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