Palladium-Catalyzed Direct Acylation of Ketoximes and Aldoximes from the Alcohol Oxidation Level through C-H Bond Activation

A highly efficient palladium‐catalyzed oxidative ortho‐acylation of O‐methyl ketoximes and O‐methyl aldoximes with benzylic and aliphatic alcohols from the alcohol oxidation level is described. This protocol potentially provides new opportunities to use readily available alcohols as starting materia...

Full description

Saved in:
Bibliographic Details
Published in:European journal of organic chemistry 2013-10, Vol.2013 (29), p.6656-6665
Main Authors: Sharma, Satyasheel, Kim, Minyoung, Park, Jihye, Kim, Mirim, Kwak, Jong Hwan, Jung, Young Hoon, Oh, Joa Sub, Lee, Youngil, Kim, In Su
Format: Article
Language:English
Subjects:
Acylation
Alcohol
Alcohols
C-H Activation
Oxidation
Oximes
Palladium
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
cited_by cdi_FETCH-LOGICAL-c3559-8dc909b1e6ad1632b10c40a5a68891767a7496c131a17f7a407be485644408093
cites cdi_FETCH-LOGICAL-c3559-8dc909b1e6ad1632b10c40a5a68891767a7496c131a17f7a407be485644408093
container_end_page 6665
container_issue 29
container_start_page 6656
container_title European journal of organic chemistry
container_volume 2013
creator Sharma, Satyasheel
Kim, Minyoung
Park, Jihye
Kim, Mirim
Kwak, Jong Hwan
Jung, Young Hoon
Oh, Joa Sub
Lee, Youngil
Kim, In Su
description A highly efficient palladium‐catalyzed oxidative ortho‐acylation of O‐methyl ketoximes and O‐methyl aldoximes with benzylic and aliphatic alcohols from the alcohol oxidation level is described. This protocol potentially provides new opportunities to use readily available alcohols as starting materials for catalytic reactions, and represents a catalytic alternative to transcend the barriers imposed by classical Friedel–Crafts acylation. A highly efficient palladium‐catalyzed oxidative ortho‐acylation of O‐methyl ketoximes and O‐methyl aldoximes with benzylic and aliphatic alcohols from the alcohol oxidation level is described.
doi_str_mv 10.1002/ejoc.201300649
format article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_journals_1443508733</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>3104475081</sourcerecordid><originalsourceid>FETCH-LOGICAL-c3559-8dc909b1e6ad1632b10c40a5a68891767a7496c131a17f7a407be485644408093</originalsourceid><addsrcrecordid>eNqFkE1PAjEQhjdGE_Hj6rmJ58Up7bbbI66KH0Q8YCBemtLtSrFQ7S4Ixh_v4hrjzdPMtM8zk7xRdIKhjQE6Z2bmdbsDmAAwKnaiFgYhYmACduueEhpjQcb70UFZzgBAMIZb0eeDck7ldjmPM1Upt_kwObqwwegKdfXGqcr6BfIFujOVX9u5KZFa5Kjr8p-pCH6Oqqmpn7SfeocGa5s3Vt-sjKv_gl8-T1EWX6Nzv3V1ZVffxFG0VyhXmuOfehg9Xl0Os-u4P-jdZN1-rEmSiDjNtQAxwYapHDPSmWDQFFSiWJoKzBlXnAqmMcEK84IrCnxiaJowSimkIMhhdNrsfQ3-bWnKSs78MizqkxJTShJIOSE11W4oHXxZBlPI12DnKmwkBrlNWG4Tlr8J14JohHfrzOYfWl7eDrK_bty4tqzM-tdV4UUyTngiR_c9OXwa349YkkpOvgD_no5r</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1443508733</pqid></control><display><type>article</type><title>Palladium-Catalyzed Direct Acylation of Ketoximes and Aldoximes from the Alcohol Oxidation Level through C-H Bond Activation</title><source>Wiley</source><creator>Sharma, Satyasheel ; Kim, Minyoung ; Park, Jihye ; Kim, Mirim ; Kwak, Jong Hwan ; Jung, Young Hoon ; Oh, Joa Sub ; Lee, Youngil ; Kim, In Su</creator><creatorcontrib>Sharma, Satyasheel ; Kim, Minyoung ; Park, Jihye ; Kim, Mirim ; Kwak, Jong Hwan ; Jung, Young Hoon ; Oh, Joa Sub ; Lee, Youngil ; Kim, In Su</creatorcontrib><description>A highly efficient palladium‐catalyzed oxidative ortho‐acylation of O‐methyl ketoximes and O‐methyl aldoximes with benzylic and aliphatic alcohols from the alcohol oxidation level is described. This protocol potentially provides new opportunities to use readily available alcohols as starting materials for catalytic reactions, and represents a catalytic alternative to transcend the barriers imposed by classical Friedel–Crafts acylation. A highly efficient palladium‐catalyzed oxidative ortho‐acylation of O‐methyl ketoximes and O‐methyl aldoximes with benzylic and aliphatic alcohols from the alcohol oxidation level is described.</description><identifier>ISSN: 1434-193X</identifier><identifier>EISSN: 1099-0690</identifier><identifier>DOI: 10.1002/ejoc.201300649</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>Acylation ; Alcohol ; Alcohols ; C-H Activation ; Oxidation ; Oximes ; Palladium</subject><ispartof>European journal of organic chemistry, 2013-10, Vol.2013 (29), p.6656-6665</ispartof><rights>Copyright © 2013 WILEY‐VCH Verlag GmbH &amp; Co. KGaA, Weinheim</rights><rights>Copyright © 2013 WILEY-VCH Verlag GmbH &amp; Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3559-8dc909b1e6ad1632b10c40a5a68891767a7496c131a17f7a407be485644408093</citedby><cites>FETCH-LOGICAL-c3559-8dc909b1e6ad1632b10c40a5a68891767a7496c131a17f7a407be485644408093</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,777,781,27905,27906</link.rule.ids></links><search><creatorcontrib>Sharma, Satyasheel</creatorcontrib><creatorcontrib>Kim, Minyoung</creatorcontrib><creatorcontrib>Park, Jihye</creatorcontrib><creatorcontrib>Kim, Mirim</creatorcontrib><creatorcontrib>Kwak, Jong Hwan</creatorcontrib><creatorcontrib>Jung, Young Hoon</creatorcontrib><creatorcontrib>Oh, Joa Sub</creatorcontrib><creatorcontrib>Lee, Youngil</creatorcontrib><creatorcontrib>Kim, In Su</creatorcontrib><title>Palladium-Catalyzed Direct Acylation of Ketoximes and Aldoximes from the Alcohol Oxidation Level through C-H Bond Activation</title><title>European journal of organic chemistry</title><addtitle>Eur. J. Org. Chem</addtitle><description>A highly efficient palladium‐catalyzed oxidative ortho‐acylation of O‐methyl ketoximes and O‐methyl aldoximes with benzylic and aliphatic alcohols from the alcohol oxidation level is described. This protocol potentially provides new opportunities to use readily available alcohols as starting materials for catalytic reactions, and represents a catalytic alternative to transcend the barriers imposed by classical Friedel–Crafts acylation. A highly efficient palladium‐catalyzed oxidative ortho‐acylation of O‐methyl ketoximes and O‐methyl aldoximes with benzylic and aliphatic alcohols from the alcohol oxidation level is described.</description><subject>Acylation</subject><subject>Alcohol</subject><subject>Alcohols</subject><subject>C-H Activation</subject><subject>Oxidation</subject><subject>Oximes</subject><subject>Palladium</subject><issn>1434-193X</issn><issn>1099-0690</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><recordid>eNqFkE1PAjEQhjdGE_Hj6rmJ58Up7bbbI66KH0Q8YCBemtLtSrFQ7S4Ixh_v4hrjzdPMtM8zk7xRdIKhjQE6Z2bmdbsDmAAwKnaiFgYhYmACduueEhpjQcb70UFZzgBAMIZb0eeDck7ldjmPM1Upt_kwObqwwegKdfXGqcr6BfIFujOVX9u5KZFa5Kjr8p-pCH6Oqqmpn7SfeocGa5s3Vt-sjKv_gl8-T1EWX6Nzv3V1ZVffxFG0VyhXmuOfehg9Xl0Os-u4P-jdZN1-rEmSiDjNtQAxwYapHDPSmWDQFFSiWJoKzBlXnAqmMcEK84IrCnxiaJowSimkIMhhdNrsfQ3-bWnKSs78MizqkxJTShJIOSE11W4oHXxZBlPI12DnKmwkBrlNWG4Tlr8J14JohHfrzOYfWl7eDrK_bty4tqzM-tdV4UUyTngiR_c9OXwa349YkkpOvgD_no5r</recordid><startdate>201310</startdate><enddate>201310</enddate><creator>Sharma, Satyasheel</creator><creator>Kim, Minyoung</creator><creator>Park, Jihye</creator><creator>Kim, Mirim</creator><creator>Kwak, Jong Hwan</creator><creator>Jung, Young Hoon</creator><creator>Oh, Joa Sub</creator><creator>Lee, Youngil</creator><creator>Kim, In Su</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>201310</creationdate><title>Palladium-Catalyzed Direct Acylation of Ketoximes and Aldoximes from the Alcohol Oxidation Level through C-H Bond Activation</title><author>Sharma, Satyasheel ; Kim, Minyoung ; Park, Jihye ; Kim, Mirim ; Kwak, Jong Hwan ; Jung, Young Hoon ; Oh, Joa Sub ; Lee, Youngil ; Kim, In Su</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3559-8dc909b1e6ad1632b10c40a5a68891767a7496c131a17f7a407be485644408093</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>Acylation</topic><topic>Alcohol</topic><topic>Alcohols</topic><topic>C-H Activation</topic><topic>Oxidation</topic><topic>Oximes</topic><topic>Palladium</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Sharma, Satyasheel</creatorcontrib><creatorcontrib>Kim, Minyoung</creatorcontrib><creatorcontrib>Park, Jihye</creatorcontrib><creatorcontrib>Kim, Mirim</creatorcontrib><creatorcontrib>Kwak, Jong Hwan</creatorcontrib><creatorcontrib>Jung, Young Hoon</creatorcontrib><creatorcontrib>Oh, Joa Sub</creatorcontrib><creatorcontrib>Lee, Youngil</creatorcontrib><creatorcontrib>Kim, In Su</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><jtitle>European journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Sharma, Satyasheel</au><au>Kim, Minyoung</au><au>Park, Jihye</au><au>Kim, Mirim</au><au>Kwak, Jong Hwan</au><au>Jung, Young Hoon</au><au>Oh, Joa Sub</au><au>Lee, Youngil</au><au>Kim, In Su</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Palladium-Catalyzed Direct Acylation of Ketoximes and Aldoximes from the Alcohol Oxidation Level through C-H Bond Activation</atitle><jtitle>European journal of organic chemistry</jtitle><addtitle>Eur. J. Org. Chem</addtitle><date>2013-10</date><risdate>2013</risdate><volume>2013</volume><issue>29</issue><spage>6656</spage><epage>6665</epage><pages>6656-6665</pages><issn>1434-193X</issn><eissn>1099-0690</eissn><abstract>A highly efficient palladium‐catalyzed oxidative ortho‐acylation of O‐methyl ketoximes and O‐methyl aldoximes with benzylic and aliphatic alcohols from the alcohol oxidation level is described. This protocol potentially provides new opportunities to use readily available alcohols as starting materials for catalytic reactions, and represents a catalytic alternative to transcend the barriers imposed by classical Friedel–Crafts acylation. A highly efficient palladium‐catalyzed oxidative ortho‐acylation of O‐methyl ketoximes and O‐methyl aldoximes with benzylic and aliphatic alcohols from the alcohol oxidation level is described.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><doi>10.1002/ejoc.201300649</doi><tpages>10</tpages></addata></record>
fulltext fulltext
identifier ISSN: 1434-193X
ispartof European journal of organic chemistry, 2013-10, Vol.2013 (29), p.6656-6665
issn 1434-193X
1099-0690
language eng
recordid cdi_proquest_journals_1443508733
source Wiley
subjects Acylation
Alcohol
Alcohols
C-H Activation
Oxidation
Oximes
Palladium
title Palladium-Catalyzed Direct Acylation of Ketoximes and Aldoximes from the Alcohol Oxidation Level through C-H Bond Activation
url http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-20T20%3A50%3A49IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Palladium-Catalyzed%20Direct%20Acylation%20of%20Ketoximes%20and%20Aldoximes%20from%20the%20Alcohol%20Oxidation%20Level%20through%20C-H%20Bond%20Activation&rft.jtitle=European%20journal%20of%20organic%20chemistry&rft.au=Sharma,%20Satyasheel&rft.date=2013-10&rft.volume=2013&rft.issue=29&rft.spage=6656&rft.epage=6665&rft.pages=6656-6665&rft.issn=1434-193X&rft.eissn=1099-0690&rft_id=info:doi/10.1002/ejoc.201300649&rft_dat=%3Cproquest_cross%3E3104475081%3C/proquest_cross%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-c3559-8dc909b1e6ad1632b10c40a5a68891767a7496c131a17f7a407be485644408093%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=1443508733&rft_id=info:pmid/&rfr_iscdi=true