{"id":"https://openalex.org/W1978188231","doi":"https://doi.org/10.1021/jo1024267","title":"Pd(0)-Catalyzed [1,5]-Sigmatropic Hydrogen Shift of Propargylic Esters toward Substituent Naphthylamines","display_name":"Pd(0)-Catalyzed [1,5]-Sigmatropic Hydrogen Shift of Propargylic Esters toward Substituent Naphthylamines","publication_year":2011,"publication_date":"2011-02-11","ids":{"openalex":"https://openalex.org/W1978188231","doi":"https://doi.org/10.1021/jo1024267","mag":"1978188231","pmid":"https://pubmed.ncbi.nlm.nih.gov/21314095"},"language":"en","primary_location":{"id":"doi:10.1021/jo1024267","doi":"https://doi.org/10.1021/jo1024267","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jo1024267","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","is_traditional":true,"indexed_in":["crossref","pubmed"],"open_access":{"is_oa":true,"oa_status":"green","oa_url":"http://202.201.7.4:8080/handle/262010/76552","any_repository_has_fulltext":true},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5102205479","display_name":"Shu\u2010Chun Zhao","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I4391768068","display_name":"State Key Laboratory of Applied Organic Chemistry","ror":"https://ror.org/050fgfc71","country_code":"CN","type":"facility","lineage":["https://openalex.org/I4391768068","https://openalex.org/I76214153"]},{"id":"https://openalex.org/I76214153","display_name":"Lanzhou University","ror":"https://ror.org/01mkqqe32","country_code":"CN","type":"education","lineage":["https://openalex.org/I76214153"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Shu-Chun Zhao","raw_affiliation_strings":["State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P.R. China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P.R. China","institution_ids":["https://openalex.org/I4391768068","https://openalex.org/I76214153"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5036313933","display_name":"Xing\u2010Zhong Shu","orcid":"https://orcid.org/0000-0002-0961-1508","observed_orcids":["https://orcid.org/0000-0002-0961-1508"]},"institutions":[{"id":"https://openalex.org/I4391768068","display_name":"State Key Laboratory of Applied Organic Chemistry","ror":"https://ror.org/050fgfc71","country_code":"CN","type":"facility","lineage":["https://openalex.org/I4391768068","https://openalex.org/I76214153"]},{"id":"https://openalex.org/I76214153","display_name":"Lanzhou University","ror":"https://ror.org/01mkqqe32","country_code":"CN","type":"education","lineage":["https://openalex.org/I76214153"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Xing-Zhong Shu","raw_affiliation_strings":["State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P.R. China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P.R. China","institution_ids":["https://openalex.org/I4391768068","https://openalex.org/I76214153"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5044218638","display_name":"Ke\u2010Gong Ji","orcid":"https://orcid.org/0000-0001-5707-894X","observed_orcids":["https://orcid.org/0000-0001-5707-894X"]},"institutions":[{"id":"https://openalex.org/I4391768068","display_name":"State Key Laboratory of Applied Organic Chemistry","ror":"https://ror.org/050fgfc71","country_code":"CN","type":"facility","lineage":["https://openalex.org/I4391768068","https://openalex.org/I76214153"]},{"id":"https://openalex.org/I76214153","display_name":"Lanzhou University","ror":"https://ror.org/01mkqqe32","country_code":"CN","type":"education","lineage":["https://openalex.org/I76214153"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Ke-Gong Ji","raw_affiliation_strings":["State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P.R. China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P.R. China","institution_ids":["https://openalex.org/I4391768068","https://openalex.org/I76214153"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5042887043","display_name":"An\u2010Xi Zhou","orcid":"https://orcid.org/0000-0002-2143-0988","observed_orcids":["https://orcid.org/0000-0002-2143-0988"]},"institutions":[{"id":"https://openalex.org/I4391768068","display_name":"State Key Laboratory of Applied Organic Chemistry","ror":"https://ror.org/050fgfc71","country_code":"CN","type":"facility","lineage":["https://openalex.org/I4391768068","https://openalex.org/I76214153"]},{"id":"https://openalex.org/I76214153","display_name":"Lanzhou University","ror":"https://ror.org/01mkqqe32","country_code":"CN","type":"education","lineage":["https://openalex.org/I76214153"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"An-Xi Zhou","raw_affiliation_strings":["State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P.R. China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P.R. China","institution_ids":["https://openalex.org/I4391768068","https://openalex.org/I76214153"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5050778237","display_name":"Ting He","orcid":"https://orcid.org/0000-0001-8308-8738","observed_orcids":["https://orcid.org/0000-0001-8308-8738"]},"institutions":[{"id":"https://openalex.org/I4391768068","display_name":"State Key Laboratory of Applied Organic Chemistry","ror":"https://ror.org/050fgfc71","country_code":"CN","type":"facility","lineage":["https://openalex.org/I4391768068","https://openalex.org/I76214153"]},{"id":"https://openalex.org/I76214153","display_name":"Lanzhou University","ror":"https://ror.org/01mkqqe32","country_code":"CN","type":"education","lineage":["https://openalex.org/I76214153"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Ting He","raw_affiliation_strings":["State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P.R. China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P.R. China","institution_ids":["https://openalex.org/I4391768068","https://openalex.org/I76214153"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5110907703","display_name":"Xue\u2010Yuan Liu","orcid":"https://orcid.org/0000-0002-8862-9924","observed_orcids":["https://orcid.org/0000-0002-8862-9924"]},"institutions":[{"id":"https://openalex.org/I4391768068","display_name":"State Key Laboratory of Applied Organic Chemistry","ror":"https://ror.org/050fgfc71","country_code":"CN","type":"facility","lineage":["https://openalex.org/I4391768068","https://openalex.org/I76214153"]},{"id":"https://openalex.org/I76214153","display_name":"Lanzhou University","ror":"https://ror.org/01mkqqe32","country_code":"CN","type":"education","lineage":["https://openalex.org/I76214153"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Xue-Yuan Liu","raw_affiliation_strings":["State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P.R. China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P.R. China","institution_ids":["https://openalex.org/I4391768068","https://openalex.org/I76214153"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5115603764","display_name":"Yong\u2010Min Liang","orcid":"https://orcid.org/0000-0001-8280-8211","observed_orcids":["https://orcid.org/0000-0001-8280-8211"]},"institutions":[{"id":"https://openalex.org/I4391768068","display_name":"State Key Laboratory of Applied Organic Chemistry","ror":"https://ror.org/050fgfc71","country_code":"CN","type":"facility","lineage":["https://openalex.org/I4391768068","https://openalex.org/I76214153"]},{"id":"https://openalex.org/I76214153","display_name":"Lanzhou University","ror":"https://ror.org/01mkqqe32","country_code":"CN","type":"education","lineage":["https://openalex.org/I76214153"]}],"countries":["CN"],"is_corresponding":true,"raw_author_name":"Yong-Min Liang","raw_affiliation_strings":["State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P.R. China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P.R. China","institution_ids":["https://openalex.org/I4391768068","https://openalex.org/I76214153"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":2,"corresponding_author_ids":["https://openalex.org/A5115603764"],"corresponding_institution_ids":["https://openalex.org/I4391768068","https://openalex.org/I76214153"],"apc_list":{"value":4500,"currency":"USD","value_usd":4500},"apc_paid":null,"fwci":3.0524,"has_fulltext":false,"cited_by_count":39,"citation_normalized_percentile":{"value":0.91088519,"is_in_top_1_percent":false,"is_in_top_10_percent":true},"cited_by_percentile_year":{"min":88,"max":99},"biblio":{"volume":"76","issue":"6","first_page":"1941","last_page":"1944"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10871","display_name":"Catalytic Alkyne Reactions","score":0.7919999957084656,"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/T10871","display_name":"Catalytic Alkyne Reactions","score":0.7919999957084656,"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/T10548","display_name":"Catalytic Cross-Coupling Reactions","score":0.15940000116825104,"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/T10354","display_name":"Catalytic C\u2013H Functionalization Methods","score":0.022600000724196434,"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/palladium-0-catalysis","display_name":"palladium(0) catalysis","score":0.8939999938011169},{"id":"https://openalex.org/keywords/1-5-sigmatropic-hydrogen-shift","display_name":"1,5-sigmatropic hydrogen shift","score":0.9660000205039978},{"id":"https://openalex.org/keywords/propargyl-esters","display_name":"propargyl esters","score":0.9660000205039978},{"id":"https://openalex.org/keywords/naphthylamines","display_name":"naphthylamines","score":0.9490000009536743},{"id":"https://openalex.org/keywords/cyclization","display_name":"cyclization","score":0.8450000286102295}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9645127058029175},{"id":"https://openalex.org/C2778689049","wikidata":"https://www.wikidata.org/wiki/Q898422","display_name":"Substituent","level":2,"score":0.9134758114814758},{"id":"https://openalex.org/C58590140","wikidata":"https://www.wikidata.org/wiki/Q306614","display_name":"Sigmatropic reaction","level":2,"score":0.8584780097007751},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.6799290180206299},{"id":"https://openalex.org/C512968161","wikidata":"https://www.wikidata.org/wiki/Q556","display_name":"Hydrogen","level":2,"score":0.5691065192222595},{"id":"https://openalex.org/C155647269","wikidata":"https://www.wikidata.org/wiki/Q243455","display_name":"Medicinal chemistry","level":1,"score":0.4592776894569397},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.32572412490844727}],"mesh":[],"locations_count":3,"locations":[{"id":"doi:10.1021/jo1024267","doi":"https://doi.org/10.1021/jo1024267","is_oa":false,"landing_page_url":"https://doi.org/10.1021/jo1024267","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:21314095","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/21314095","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"},{"id":"pmh:oai:ir.lzu.edu.cn/:262010/76552","doi":null,"is_oa":true,"landing_page_url":"http://202.201.7.4:8080/handle/262010/76552","pdf_url":null,"source":{"id":"https://openalex.org/S4406923049","display_name":"Lanzhou University Institutional Repository","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":null,"host_organization_name":null,"host_organization_lineage":[],"host_organization_lineage_names":[],"type":"repository"},"license":"cc-by-nc-nd","license_id":"https://openalex.org/licenses/cc-by-nc-nd","version":"submittedVersion","is_accepted":false,"is_published":false,"raw_source_name":"","raw_type":"Article"}],"best_oa_location":{"id":"pmh:oai:ir.lzu.edu.cn/:262010/76552","doi":null,"is_oa":true,"landing_page_url":"http://202.201.7.4:8080/handle/262010/76552","pdf_url":null,"source":{"id":"https://openalex.org/S4406923049","display_name":"Lanzhou University Institutional Repository","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":null,"host_organization_name":null,"host_organization_lineage":[],"host_organization_lineage_names":[],"type":"repository"},"license":"cc-by-nc-nd","license_id":"https://openalex.org/licenses/cc-by-nc-nd","version":"submittedVersion","is_accepted":false,"is_published":false,"raw_source_name":"","raw_type":"Article"},"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[{"id":"https://openalex.org/F4320306076","display_name":"National Science Foundation","ror":"https://ror.org/021nxhr62"},{"id":"https://openalex.org/F4320335777","display_name":"National Key Research and Development Program of China","ror":null}],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":49,"referenced_works":["https://openalex.org/W1964564850","https://openalex.org/W1965625490","https://openalex.org/W1966539445","https://openalex.org/W1974959321","https://openalex.org/W1980092491","https://openalex.org/W1980269030","https://openalex.org/W1983826920","https://openalex.org/W1989446166","https://openalex.org/W2004081312","https://openalex.org/W2007224999","https://openalex.org/W2011347857","https://openalex.org/W2018250700","https://openalex.org/W2023671960","https://openalex.org/W2026076442","https://openalex.org/W2027155313","https://openalex.org/W2034743818","https://openalex.org/W2038257270","https://openalex.org/W2050511290","https://openalex.org/W2066309940","https://openalex.org/W2066461259","https://openalex.org/W2067353916","https://openalex.org/W2072243238","https://openalex.org/W2077254686","https://openalex.org/W2078277171","https://openalex.org/W2083095504","https://openalex.org/W2104780721","https://openalex.org/W2112431422","https://openalex.org/W2122224709","https://openalex.org/W2124968331","https://openalex.org/W2125014016","https://openalex.org/W2134192955","https://openalex.org/W2135824364","https://openalex.org/W2138177542","https://openalex.org/W2140158426","https://openalex.org/W2143043910","https://openalex.org/W2144149719","https://openalex.org/W2149401233","https://openalex.org/W2150911938","https://openalex.org/W2172875269","https://openalex.org/W2173544855","https://openalex.org/W2481346483","https://openalex.org/W2950270185","https://openalex.org/W2951067625","https://openalex.org/W2951161558","https://openalex.org/W2951649152","https://openalex.org/W2952547564","https://openalex.org/W2952812325","https://openalex.org/W2952991636","https://openalex.org/W2953301149"],"related_works":["https://openalex.org/W2951635406","https://openalex.org/W2112431422","https://openalex.org/W2051039319","https://openalex.org/W2952521504","https://openalex.org/W2036718461","https://openalex.org/W2617192755","https://openalex.org/W7130389455","https://openalex.org/W2889642876","https://openalex.org/W2057388743","https://openalex.org/W2069158712"],"abstract_inverted_index":{"A":[0],"novel":[1],"and":[2,23],"convenient":[3],"carboannulation":[4],"method":[5],"for":[6],"the":[7],"synthesis":[8],"of":[9,26],"highly":[10],"substituted":[11],"naphthylamine":[12],"derivatives":[13],"has":[14],"been":[15],"developed":[16],"though":[17],"a":[18],"Pd(0)-catalyzed":[19],"[1,5]-sigmatropic":[20],"hydrogen":[21],"shift":[22],"cyclization":[24],"reaction":[25],"propargyl":[27],"esters.":[28]},"counts_by_year":[{"year":2026,"cited_by_count":1},{"year":2024,"cited_by_count":1},{"year":2022,"cited_by_count":2},{"year":2020,"cited_by_count":1},{"year":2019,"cited_by_count":6},{"year":2018,"cited_by_count":1},{"year":2017,"cited_by_count":2},{"year":2016,"cited_by_count":2},{"year":2015,"cited_by_count":1},{"year":2014,"cited_by_count":5},{"year":2013,"cited_by_count":3},{"year":2012,"cited_by_count":9}],"updated_date":"2026-10-30T12:39:25.321706","created_date":"2016-06-24T00:00:00"}
