{"id":"https://openalex.org/W2951711980","doi":"https://doi.org/10.1021/jo001609l","title":"Reduction of N -Acyl-2,3-dihydro-4-pyridones to N -Acyl-4-piperidones Using Zinc/Acetic Acid","display_name":"Reduction of N -Acyl-2,3-dihydro-4-pyridones to N -Acyl-4-piperidones Using Zinc/Acetic Acid","publication_year":2001,"publication_date":"2001-02-23","ids":{"openalex":"https://openalex.org/W2951711980","doi":"https://doi.org/10.1021/jo001609l","mag":"2951711980","pmid":"https://pubmed.ncbi.nlm.nih.gov/11300923"},"language":"yi","primary_location":{"id":"doi:10.1021/jo001609l","doi":"https://doi.org/10.1021/jo001609l","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jo001609l","pdf_url":null,"source":{"id":"https://openalex.org/S205050996","display_name":"The Journal of Organic Chemistry","issn_l":"0022-3263","issn":["0022-3263","1520-6904"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-2","ki-jl-2","medline","norway-2","poland-140","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"The Journal of Organic Chemistry","raw_type":"journal-article"},"volume":null,"type":"article","indexed_in":["crossref","pubmed"],"open_access":{"is_oa":false,"oa_status":"closed","oa_url":null,"any_repository_has_fulltext":false},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5077943087","display_name":"Daniel L. Comins","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I137902535","display_name":"North Carolina State University","ror":"https://ror.org/04tj63d06","country_code":"US","type":"education","lineage":["https://openalex.org/I137902535"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Daniel L. Comins","raw_affiliation_strings":["Department of Chemistry, North Carolina State University, Raleigh, North Carolina 27695-8204 daniel_comins@ncsu.edu"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, North Carolina State University, Raleigh, North Carolina 27695-8204 daniel_comins@ncsu.edu","institution_ids":["https://openalex.org/I137902535"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5030692291","display_name":"Clinton A. Brooks","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I137902535","display_name":"North Carolina State University","ror":"https://ror.org/04tj63d06","country_code":"US","type":"education","lineage":["https://openalex.org/I137902535"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Clinton A. Brooks","raw_affiliation_strings":["Department of Chemistry, North Carolina State University, Raleigh, North Carolina 27695-8204 daniel_comins@ncsu.edu"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, North Carolina State University, Raleigh, North Carolina 27695-8204 daniel_comins@ncsu.edu","institution_ids":["https://openalex.org/I137902535"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5080402704","display_name":"Charles L. Ingalls","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I137902535","display_name":"North Carolina State University","ror":"https://ror.org/04tj63d06","country_code":"US","type":"education","lineage":["https://openalex.org/I137902535"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Charles L. Ingalls","raw_affiliation_strings":["Department of Chemistry, North Carolina State University, Raleigh, North Carolina 27695-8204 daniel_comins@ncsu.edu"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, North Carolina State University, Raleigh, North Carolina 27695-8204 daniel_comins@ncsu.edu","institution_ids":["https://openalex.org/I137902535"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":[],"corresponding_institution_ids":["https://openalex.org/I137902535"],"apc_list":{"value":4500,"currency":"USD","value_usd":4500},"apc_paid":null,"fwci":2.3189,"has_fulltext":false,"cited_by_count":35,"citation_normalized_percentile":{"value":0.87605008,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":88,"max":97},"biblio":{"volume":"66","issue":"6","first_page":"2181","last_page":"2182"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T13649","display_name":"Advanced Synthetic Organic Chemistry","score":0.8393999934196472,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},"topics":[{"id":"https://openalex.org/T13649","display_name":"Advanced Synthetic Organic Chemistry","score":0.8393999934196472,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T13208","display_name":"Synthesis of heterocyclic compounds","score":0.03720000013709068,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T12191","display_name":"Physical Organic Chemistry and Reaction Kinetics","score":0.03359999880194664,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/zinc-reduction","display_name":"zinc reduction","score":0.546999990940094},{"id":"https://openalex.org/keywords/acetic-acid","display_name":"acetic acid","score":0.9800000190734863},{"id":"https://openalex.org/keywords/piperidone-synthesis","display_name":"piperidone synthesis","score":0.7580000162124634},{"id":"https://openalex.org/keywords/heterocycle-reduction","display_name":"heterocycle reduction","score":0.40299999713897705}],"concepts":[{"id":"https://openalex.org/C2778805511","wikidata":"https://www.wikidata.org/wiki/Q1713","display_name":"Citation","level":2,"score":0.7391637563705444},{"id":"https://openalex.org/C518677369","wikidata":"https://www.wikidata.org/wiki/Q202833","display_name":"Social media","level":2,"score":0.5062150359153748},{"id":"https://openalex.org/C41008148","wikidata":"https://www.wikidata.org/wiki/Q21198","display_name":"Computer science","level":0,"score":0.49392062425613403},{"id":"https://openalex.org/C2776673659","wikidata":"https://www.wikidata.org/wiki/Q47512","display_name":"Acetic acid","level":2,"score":0.49009832739830017},{"id":"https://openalex.org/C535196362","wikidata":"https://www.wikidata.org/wiki/Q758","display_name":"Zinc","level":2,"score":0.48266246914863586},{"id":"https://openalex.org/C161191863","wikidata":"https://www.wikidata.org/wiki/Q199655","display_name":"Library science","level":1,"score":0.4474772810935974},{"id":"https://openalex.org/C23123220","wikidata":"https://www.wikidata.org/wiki/Q816826","display_name":"Information retrieval","level":1,"score":0.396991491317749},{"id":"https://openalex.org/C136764020","wikidata":"https://www.wikidata.org/wiki/Q466","display_name":"World Wide Web","level":1,"score":0.3686116635799408},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.35759493708610535},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.2116507887840271}],"mesh":[{"descriptor_ui":"D009682","descriptor_name":"Magnetic Resonance Spectroscopy","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D010084","descriptor_name":"Oxidation-Reduction","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D010881","descriptor_name":"Piperidones","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D011728","descriptor_name":"Pyridones","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D013058","descriptor_name":"Mass Spectrometry","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D015032","descriptor_name":"Zinc","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":false},{"descriptor_ui":"D015394","descriptor_name":"Molecular Structure","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D019342","descriptor_name":"Acetic Acid","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true}],"locations_count":2,"locations":[{"id":"doi:10.1021/jo001609l","doi":"https://doi.org/10.1021/jo001609l","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jo001609l","pdf_url":null,"source":{"id":"https://openalex.org/S205050996","display_name":"The Journal of Organic Chemistry","issn_l":"0022-3263","issn":["0022-3263","1520-6904"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-2","ki-jl-2","medline","norway-2","poland-140","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"The Journal of Organic Chemistry","raw_type":"journal-article"},{"id":"pmid:11300923","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/11300923","pdf_url":null,"source":{"id":"https://openalex.org/S4306525036","display_name":"PubMed","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I1299303238","host_organization_name":"National Institutes of Health","host_organization_lineage":["https://openalex.org/I1299303238"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"The Journal of organic chemistry","raw_type":"Journal Article"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[{"id":"https://openalex.org/G1902379259","display_name":"SYNTHESIS AND SYNTHETIC UTILITY OF 1-ACYLDIHYDROPYRIDINE","funder_award_id":"R01GM034442","funder_id":"https://openalex.org/F4320337354","funder_display_name":"National Institute of General Medical Sciences"}],"funders":[{"id":"https://openalex.org/F4320337354","display_name":"National Institute of General Medical Sciences","ror":"https://ror.org/04q48ey07"}],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":16,"referenced_works":["https://openalex.org/W1584550507","https://openalex.org/W1981339513","https://openalex.org/W1987317690","https://openalex.org/W1992723121","https://openalex.org/W1996892864","https://openalex.org/W2003608805","https://openalex.org/W2014923810","https://openalex.org/W2019668833","https://openalex.org/W2074859284","https://openalex.org/W2100319416","https://openalex.org/W2166318930","https://openalex.org/W2418366801","https://openalex.org/W2950218288","https://openalex.org/W2950847532","https://openalex.org/W2952429804","https://openalex.org/W2952631744"],"related_works":["https://openalex.org/W1971705488","https://openalex.org/W2949448697","https://openalex.org/W2058839364","https://openalex.org/W2026057491","https://openalex.org/W2328379907","https://openalex.org/W2328527560","https://openalex.org/W1979855603","https://openalex.org/W2123739782","https://openalex.org/W1976425883","https://openalex.org/W2040568344"],"abstract_inverted_index":{"ADVERTISEMENT":[0],"RETURN":[1],"TO":[2],"ISSUEPREVNoteNEXTReduction":[3],"of":[4,23,75,110,136],"N-Acyl-2,3-dihydro-4-pyridones":[5],"to":[6,97,102],"N-Acyl-4-piperidones":[7],"Using":[8],"Zinc/Acetic":[9],"AcidDaniel":[10],"L.":[11,18],"Comins,":[12],"Clinton":[13],"A.":[14],"Brooks,":[15],"and":[16,85,90,119,163,180,196,198],"Charles":[17],"IngallsView":[19],"Author":[20],"Information":[21,210,212],"Department":[22],"Chemistry,":[24],"North":[25,30],"Carolina":[26,31],"State":[27],"University,":[28],"Raleigh,":[29],"27695-8204":[32],"[email":[33],"protected]Cite":[34],"this:":[35],"J.":[36],"Org.":[37],"Chem.":[38],"2001,":[39],"66,":[40],"6,":[41],"2181\u20132182Publication":[42],"Date":[43],"(Web):February":[44],"23,":[45],"2001Publication":[46],"History":[47],"Received13":[48],"November":[49,81],"2000Published":[50],"online23":[51],"February":[52],"2001Published":[53],"inissue":[54],"1":[55],"March":[56],"2001https://pubs.acs.org/doi/10.1021/jo001609lhttps://doi.org/10.1021/jo001609lbrief-reportACS":[57],"PublicationsCopyright":[58],"\u00a9":[59],"2001":[60],"American":[61],"Chemical":[62],"SocietyRequest":[63],"reuse":[64],"permissionsArticle":[65],"Views1808Altmetric-Citations26LEARN":[66],"ABOUT":[67],"THESE":[68],"METRICSArticle":[69],"Views":[70],"are":[71,94,107],"the":[72,103,108,137,148,161,164,169,176,182],"COUNTER-compliant":[73],"sum":[74],"full":[76],"text":[77],"article":[78,142],"downloads":[79],"since":[80],"2008":[82],"(both":[83],"PDF":[84],"HTML)":[86],"across":[87],"all":[88],"institutions":[89],"individuals.":[91],"These":[92],"metrics":[93],"regularly":[95],"updated":[96,120],"reflect":[98],"usage":[99],"leading":[100],"up":[101],"last":[104],"few":[105],"days.Citations":[106],"number":[109],"other":[111],"articles":[112],"citing":[113],"this":[114],"article,":[115],"calculated":[116],"by":[117],"Crossref":[118,126],"daily.":[121],"Find":[122,172],"more":[123,173],"information":[124,174],"about":[125,160],"citation":[127],"counts.The":[128],"Altmetric":[129,177],"Attention":[130,178],"Score":[131,179],"is":[132,184],"a":[133,140,153],"quantitative":[134],"measure":[135],"attention":[138],"that":[139],"research":[141],"has":[143],"received":[144],"online.":[145],"Clicking":[146],"on":[147,175],"donut":[149],"icon":[150],"will":[151],"load":[152],"page":[154],"at":[155],"altmetric.com":[156],"with":[157,192],"additional":[158],"details":[159],"score":[162,183],"social":[165],"media":[166],"presence":[167],"for":[168],"given":[170],"article.":[171],"how":[181],"calculated.":[185],"Share":[186,201],"Add":[187],"toView":[188],"InAdd":[189],"Full":[190],"Text":[191],"ReferenceAdd":[193],"Description":[194],"ExportRISCitationCitation":[195],"abstractCitation":[197],"referencesMore":[199],"Options":[200],"onFacebookTwitterWechatLinked":[202],"InRedditEmail":[203],"Other":[204],"access":[205],"optionsGet":[206],"e-AlertscloseSupporting":[207],"Info":[208],"(1)\u00bbSupporting":[209],"Supporting":[211],"SUBJECTS:Catalytic":[213],"reactions,Redox":[214],"reactions,Transfer":[215],"reactions,Zinc":[216],"Get":[217],"e-Alerts":[218]},"counts_by_year":[{"year":2025,"cited_by_count":3},{"year":2024,"cited_by_count":4},{"year":2023,"cited_by_count":1},{"year":2019,"cited_by_count":2},{"year":2018,"cited_by_count":1},{"year":2017,"cited_by_count":1},{"year":2016,"cited_by_count":1},{"year":2015,"cited_by_count":1},{"year":2013,"cited_by_count":1},{"year":2012,"cited_by_count":2}],"updated_date":"2026-11-06T12:05:46.655746","created_date":"2019-06-27T00:00:00"}