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Isothiourea‐catalyzed synthesis of pyrrole‐ and indole‐functionalized tetrasubstituted pyridines
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Smith, Andrew David, Zhang, Shuyue, Hartley, Will C., Greenhalgh, Mark D., Ng, Sean and Slawin, Alexandra M. Z. (2020) Isothiourea‐catalyzed synthesis of pyrrole‐ and indole‐functionalized tetrasubstituted pyridines. ChemCatChem, 12 (18). pp. 4522-4525. doi:10.1002/cctc.202000882 ISSN 1867-3880.
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WRAP-isothiourea‐catalyzed-synthesis-pyrrole‐-indole‐functionalized-tetrasubstituted-pyridines-Greenhalgh-2020.pdf - Accepted Version - Requires a PDF viewer. Download (1254Kb) | Preview |
Official URL: http://dx.doi.org/10.1002/cctc.202000882
Abstract
The generation of pyrrole‐ and indole‐functionalized tetrasubstituted pyridines in a one‐pot process from 2‐(pyrrol‐1‐yl)acetic acid or 2‐(indol‐1‐yl)acetic acid and α,β‐unsaturated N‐sulfonyl‐ketimines is described. The process is proposed to operate via an isothiourea‐catalyzed Michael addition‐lactamization, followed by elimination of sulfinic acid and O‐acylation to provide the final pyridine product.
Item Type: | Journal Article | ||||||||||||
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Subjects: | Q Science > QD Chemistry | ||||||||||||
Divisions: | Faculty of Science, Engineering and Medicine > Science > Chemistry | ||||||||||||
Library of Congress Subject Headings (LCSH): | Heterocyclic compounds -- Synthesis, Organic compounds, Transition metal catalysts, Pyrroles -- Synthesis | ||||||||||||
Journal or Publication Title: | ChemCatChem | ||||||||||||
Publisher: | Wiley - V C H Verlag GmbH & Co. KGaA | ||||||||||||
ISSN: | 1867-3880 | ||||||||||||
Official Date: | 17 September 2020 | ||||||||||||
Dates: |
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Volume: | 12 | ||||||||||||
Number: | 18 | ||||||||||||
Page Range: | pp. 4522-4525 | ||||||||||||
DOI: | 10.1002/cctc.202000882 | ||||||||||||
Status: | Peer Reviewed | ||||||||||||
Publication Status: | Published | ||||||||||||
Reuse Statement (publisher, data, author rights): | This is the peer reviewed version of the following article: Smith, A..D., Zhang, S., Hartley, W..C., Greenhalgh, M..D., Ng, S. and Slawin, A..M.Z. (2020), Isothiourea‐Catalyzed Synthesis of Pyrrole‐ and Indole‐Functionalized Tetrasubstituted Pyridines. ChemCatChem. . doi:10.1002/cctc.202000882, which has been published in final form at https://doi.org/10.1002/cctc.202000882. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions. | ||||||||||||
Access rights to Published version: | Open Access (Creative Commons) | ||||||||||||
Date of first compliant deposit: | 23 June 2020 | ||||||||||||
Date of first compliant Open Access: | 15 June 2021 | ||||||||||||
RIOXX Funder/Project Grant: |
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