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Ruthenium-catalysed -selective C-H bond alkylation a deaminative strategy
The use of aliphatic amines as alkylating reagents in organic synthesis via C-N bond activation remains underdeveloped. We herein describe a novel ruthenium-catalysed and directing-group assisted protocol for the synthesis of meta -alkylated arenes via dual C-H and C-N activation. Bench-stable and e...
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Published in: | Chemical communications (Cambridge, England) England), 2021-04, Vol.57 (27), p.3411-3414 |
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container_issue | 27 |
container_start_page | 3411 |
container_title | Chemical communications (Cambridge, England) |
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creator | Zhu, Ze-Fan Chen, Guang-Le Liu, Feng |
description | The use of aliphatic amines as alkylating reagents in organic synthesis
via
C-N bond activation remains underdeveloped. We herein describe a novel ruthenium-catalysed and directing-group assisted protocol for the synthesis of
meta
-alkylated arenes
via
dual C-H and C-N activation. Bench-stable and easily handled redox-active Katritzky pyridinium salts derived from abundant amines and amino acid species were used as alkyl radical precursors. This catalytic reaction could accommodate a broad range of functional groups and provide access to various
meta
-alkylated products.
The utilization of readily prepared Katritzky salts as radical precursors for remote
meta
-C
Ar
-H bond alkylation is described. |
doi_str_mv | 10.1039/d1cc00039j |
format | article |
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via
C-N bond activation remains underdeveloped. We herein describe a novel ruthenium-catalysed and directing-group assisted protocol for the synthesis of
meta
-alkylated arenes
via
dual C-H and C-N activation. Bench-stable and easily handled redox-active Katritzky pyridinium salts derived from abundant amines and amino acid species were used as alkyl radical precursors. This catalytic reaction could accommodate a broad range of functional groups and provide access to various
meta
-alkylated products.
The utilization of readily prepared Katritzky salts as radical precursors for remote
meta
-C
Ar
-H bond alkylation is described.</description><identifier>ISSN: 1359-7345</identifier><identifier>EISSN: 1364-548X</identifier><identifier>DOI: 10.1039/d1cc00039j</identifier><ispartof>Chemical communications (Cambridge, England), 2021-04, Vol.57 (27), p.3411-3414</ispartof><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids></links><search><creatorcontrib>Zhu, Ze-Fan</creatorcontrib><creatorcontrib>Chen, Guang-Le</creatorcontrib><creatorcontrib>Liu, Feng</creatorcontrib><title>Ruthenium-catalysed -selective C-H bond alkylation a deaminative strategy</title><title>Chemical communications (Cambridge, England)</title><description>The use of aliphatic amines as alkylating reagents in organic synthesis
via
C-N bond activation remains underdeveloped. We herein describe a novel ruthenium-catalysed and directing-group assisted protocol for the synthesis of
meta
-alkylated arenes
via
dual C-H and C-N activation. Bench-stable and easily handled redox-active Katritzky pyridinium salts derived from abundant amines and amino acid species were used as alkyl radical precursors. This catalytic reaction could accommodate a broad range of functional groups and provide access to various
meta
-alkylated products.
The utilization of readily prepared Katritzky salts as radical precursors for remote
meta
-C
Ar
-H bond alkylation is described.</description><issn>1359-7345</issn><issn>1364-548X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><sourceid/><recordid>eNqFjr0KwjAURoMoWH8WdyEvEE1oq-1cFF3Fwa1c06umpqkkqdC3t4rg6PQd-M5wCJkJvhA8TJeFkJLzjsoeCUS4ilgcJaf-m-OUrcMoHpKRc2XncBEnAdkfGn9Do5qKSfCgW4cFZQ41Sq-eSDO2o-faFBT0vdXgVW0o0AKhUgY-hvMWPF7bCRlcQDucfndM5tvNMdsx62T-sKoC2-a_vvDf_wI2Bz5p</recordid><startdate>20210401</startdate><enddate>20210401</enddate><creator>Zhu, Ze-Fan</creator><creator>Chen, Guang-Le</creator><creator>Liu, Feng</creator><scope/></search><sort><creationdate>20210401</creationdate><title>Ruthenium-catalysed -selective C-H bond alkylation a deaminative strategy</title><author>Zhu, Ze-Fan ; Chen, Guang-Le ; Liu, Feng</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-rsc_primary_d1cc00039j3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><creationdate>2021</creationdate><toplevel>online_resources</toplevel><creatorcontrib>Zhu, Ze-Fan</creatorcontrib><creatorcontrib>Chen, Guang-Le</creatorcontrib><creatorcontrib>Liu, Feng</creatorcontrib><jtitle>Chemical communications (Cambridge, England)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Zhu, Ze-Fan</au><au>Chen, Guang-Le</au><au>Liu, Feng</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Ruthenium-catalysed -selective C-H bond alkylation a deaminative strategy</atitle><jtitle>Chemical communications (Cambridge, England)</jtitle><date>2021-04-01</date><risdate>2021</risdate><volume>57</volume><issue>27</issue><spage>3411</spage><epage>3414</epage><pages>3411-3414</pages><issn>1359-7345</issn><eissn>1364-548X</eissn><abstract>The use of aliphatic amines as alkylating reagents in organic synthesis
via
C-N bond activation remains underdeveloped. We herein describe a novel ruthenium-catalysed and directing-group assisted protocol for the synthesis of
meta
-alkylated arenes
via
dual C-H and C-N activation. Bench-stable and easily handled redox-active Katritzky pyridinium salts derived from abundant amines and amino acid species were used as alkyl radical precursors. This catalytic reaction could accommodate a broad range of functional groups and provide access to various
meta
-alkylated products.
The utilization of readily prepared Katritzky salts as radical precursors for remote
meta
-C
Ar
-H bond alkylation is described.</abstract><doi>10.1039/d1cc00039j</doi><tpages>4</tpages></addata></record> |
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identifier | ISSN: 1359-7345 |
ispartof | Chemical communications (Cambridge, England), 2021-04, Vol.57 (27), p.3411-3414 |
issn | 1359-7345 1364-548X |
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source | Royal Society of Chemistry:Jisc Collections:Royal Society of Chemistry Read and Publish 2022-2024 (reading list) |
title | Ruthenium-catalysed -selective C-H bond alkylation a deaminative strategy |
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