{"id":"https://openalex.org/W2153138704","doi":"https://doi.org/10.1248/cpb.50.235","title":"Synthesis of 2,3-Disubstituted Indole Using Palladium(II)-Catalyzed Cyclization with Alkenylation Reaction.","display_name":"Synthesis of 2,3-Disubstituted Indole Using Palladium(II)-Catalyzed Cyclization with Alkenylation Reaction.","publication_year":2002,"publication_date":"2002-01-01","ids":{"openalex":"https://openalex.org/W2153138704","doi":"https://doi.org/10.1248/cpb.50.235","mag":"2153138704","pmid":"https://pubmed.ncbi.nlm.nih.gov/11848216"},"language":"en","primary_location":{"id":"doi:10.1248/cpb.50.235","doi":"https://doi.org/10.1248/cpb.50.235","is_oa":true,"landing_page_url":"https://doi.org/10.1248/cpb.50.235","pdf_url":"https://www.jstage.jst.go.jp/article/cpb/50/2/50_2_235/_pdf","source":{"id":"https://openalex.org/S3861430","display_name":"Chemical and Pharmaceutical Bulletin","issn_l":"0009-2363","issn":["0009-2363","1347-5223"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-c","jufo-1","medline","norway-1","poland-40","russia-white-list-2"],"host_organization":"https://openalex.org/P4310313382","host_organization_name":"Pharmaceutical Society of Japan","host_organization_lineage":["https://openalex.org/P4310313382"],"host_organization_lineage_names":["Pharmaceutical Society of Japan"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Chemical and Pharmaceutical Bulletin","raw_type":"journal-article"},"volume":null,"type":"article","is_traditional":true,"indexed_in":["crossref","pubmed"],"open_access":{"is_oa":true,"oa_status":"bronze","oa_url":"https://www.jstage.jst.go.jp/article/cpb/50/2/50_2_235/_pdf","any_repository_has_fulltext":false},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5113821169","display_name":"Akito Yasuhara","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I201537933","display_name":"Tohoku University","ror":"https://ror.org/01dq60k83","country_code":"JP","type":"education","lineage":["https://openalex.org/I201537933"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"Akito Yasuhara","raw_affiliation_strings":["Graduate School of Pharmaceutical Sciences, Tohoku University"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Graduate School of Pharmaceutical Sciences, Tohoku University","institution_ids":["https://openalex.org/I201537933"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5112443775","display_name":"Yousuke Takeda","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I201537933","display_name":"Tohoku University","ror":"https://ror.org/01dq60k83","country_code":"JP","type":"education","lineage":["https://openalex.org/I201537933"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"Yousuke Takeda","raw_affiliation_strings":["Graduate School of Pharmaceutical Sciences, Tohoku University"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Graduate School of Pharmaceutical Sciences, Tohoku University","institution_ids":["https://openalex.org/I201537933"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5106234480","display_name":"Naoyuki Suzuki","orcid":"https://orcid.org/0009-0002-2442-7570","observed_orcids":["https://orcid.org/0009-0002-2442-7570"]},"institutions":[{"id":"https://openalex.org/I201537933","display_name":"Tohoku University","ror":"https://ror.org/01dq60k83","country_code":"JP","type":"education","lineage":["https://openalex.org/I201537933"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"Naoyuki Suzuki","raw_affiliation_strings":["Graduate School of Pharmaceutical Sciences, Tohoku University"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Graduate School of Pharmaceutical Sciences, Tohoku University","institution_ids":["https://openalex.org/I201537933"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5113498080","display_name":"Takao Sakamoto","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I201537933","display_name":"Tohoku University","ror":"https://ror.org/01dq60k83","country_code":"JP","type":"education","lineage":["https://openalex.org/I201537933"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"Takao Sakamoto","raw_affiliation_strings":["Graduate School of Pharmaceutical Sciences, Tohoku University"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Graduate School of Pharmaceutical Sciences, Tohoku University","institution_ids":["https://openalex.org/I201537933"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":[],"corresponding_institution_ids":["https://openalex.org/I201537933"],"apc_list":null,"apc_paid":null,"fwci":2.1087,"has_fulltext":true,"cited_by_count":57,"citation_normalized_percentile":{"value":0.84211586,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":89,"max":98},"biblio":{"volume":"50","issue":"2","first_page":"235","last_page":"238"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T12973","display_name":"Synthesis of Indole Derivatives","score":0.8773999810218811,"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/T12973","display_name":"Synthesis of Indole Derivatives","score":0.8773999810218811,"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":0.06069999933242798,"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/T13188","display_name":"Synthesis and bioactivity of alkaloids","score":0.02419999986886978,"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/2-3-disubstituted-indoles","display_name":"2,3-disubstituted indoles","score":0.9890000224113464},{"id":"https://openalex.org/keywords/alkenylation","display_name":"alkenylation","score":0.9409999847412109},{"id":"https://openalex.org/keywords/intramolecular-cyclization","display_name":"intramolecular cyclization","score":0.8259999752044678},{"id":"https://openalex.org/keywords/carbazole-synthesis","display_name":"carbazole synthesis","score":0.828000009059906},{"id":"https://openalex.org/keywords/tetrabutylammonium-fluoride","display_name":"tetrabutylammonium fluoride","score":0.9819999933242798}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9645407199859619},{"id":"https://openalex.org/C502130503","wikidata":"https://www.wikidata.org/wiki/Q1089","display_name":"Palladium","level":3,"score":0.8623754978179932},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.7754725217819214},{"id":"https://openalex.org/C192527728","wikidata":"https://www.wikidata.org/wiki/Q1465700","display_name":"Indole test","level":2,"score":0.7034434080123901},{"id":"https://openalex.org/C155647269","wikidata":"https://www.wikidata.org/wiki/Q243455","display_name":"Medicinal chemistry","level":1,"score":0.5861870050430298},{"id":"https://openalex.org/C75079739","wikidata":"https://www.wikidata.org/wiki/Q1571801","display_name":"Intramolecular force","level":2,"score":0.5688109397888184},{"id":"https://openalex.org/C172456720","wikidata":"https://www.wikidata.org/wiki/Q2945392","display_name":"Intramolecular reaction","level":3,"score":0.534895122051239},{"id":"https://openalex.org/C111771559","wikidata":"https://www.wikidata.org/wiki/Q66295","display_name":"Derivative (finance)","level":2,"score":0.5294992923736572},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.4789612591266632},{"id":"https://openalex.org/C2776127813","wikidata":"https://www.wikidata.org/wiki/Q424003","display_name":"Carbazole","level":2,"score":0.46177542209625244},{"id":"https://openalex.org/C162324750","wikidata":"https://www.wikidata.org/wiki/Q8134","display_name":"Economics","level":0,"score":0.0},{"id":"https://openalex.org/C106159729","wikidata":"https://www.wikidata.org/wiki/Q2294553","display_name":"Financial economics","level":1,"score":0.0}],"mesh":[{"descriptor_ui":"D000475","descriptor_name":"Alkenes","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D002384","descriptor_name":"Catalysis","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D007211","descriptor_name":"Indoles","qualifier_ui":"Q000138","qualifier_name":"chemical synthesis","is_major_topic":true},{"descriptor_ui":"D010165","descriptor_name":"Palladium","qualifier_ui":"Q000494","qualifier_name":"pharmacology","is_major_topic":true}],"locations_count":2,"locations":[{"id":"doi:10.1248/cpb.50.235","doi":"https://doi.org/10.1248/cpb.50.235","is_oa":true,"landing_page_url":"https://doi.org/10.1248/cpb.50.235","pdf_url":"https://www.jstage.jst.go.jp/article/cpb/50/2/50_2_235/_pdf","source":{"id":"https://openalex.org/S3861430","display_name":"Chemical and Pharmaceutical Bulletin","issn_l":"0009-2363","issn":["0009-2363","1347-5223"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-c","jufo-1","medline","norway-1","poland-40","russia-white-list-2"],"host_organization":"https://openalex.org/P4310313382","host_organization_name":"Pharmaceutical Society of Japan","host_organization_lineage":["https://openalex.org/P4310313382"],"host_organization_lineage_names":["Pharmaceutical Society of Japan"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Chemical and Pharmaceutical Bulletin","raw_type":"journal-article"},{"id":"pmid:11848216","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/11848216","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":"Chemical & pharmaceutical bulletin","raw_type":"Journal Article"}],"best_oa_location":{"id":"doi:10.1248/cpb.50.235","doi":"https://doi.org/10.1248/cpb.50.235","is_oa":true,"landing_page_url":"https://doi.org/10.1248/cpb.50.235","pdf_url":"https://www.jstage.jst.go.jp/article/cpb/50/2/50_2_235/_pdf","source":{"id":"https://openalex.org/S3861430","display_name":"Chemical and Pharmaceutical Bulletin","issn_l":"0009-2363","issn":["0009-2363","1347-5223"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-c","jufo-1","medline","norway-1","poland-40","russia-white-list-2"],"host_organization":"https://openalex.org/P4310313382","host_organization_name":"Pharmaceutical Society of Japan","host_organization_lineage":["https://openalex.org/P4310313382"],"host_organization_lineage_names":["Pharmaceutical Society of Japan"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Chemical and Pharmaceutical Bulletin","raw_type":"journal-article"},"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[],"has_content":{"pdf":true,"grobid_xml":true},"content_urls":{"pdf":"https://content.openalex.org/works/W2153138704.pdf","grobid_xml":"https://content.openalex.org/works/W2153138704.grobid-xml"},"referenced_works_count":9,"referenced_works":["https://openalex.org/W1983357954","https://openalex.org/W2024536147","https://openalex.org/W2069764649","https://openalex.org/W2075824927","https://openalex.org/W2102212163","https://openalex.org/W2315607862","https://openalex.org/W2904419248","https://openalex.org/W2949777478","https://openalex.org/W2951638065"],"related_works":["https://openalex.org/W2950195265","https://openalex.org/W2949777478","https://openalex.org/W1970222243","https://openalex.org/W2130106119","https://openalex.org/W2333455409","https://openalex.org/W1999766260","https://openalex.org/W1994118850","https://openalex.org/W2952423659","https://openalex.org/W2951818390","https://openalex.org/W2075824927"],"abstract_inverted_index":{"The":[0,26],"reaction":[1,29],"of":[2,11,30],"ethyl":[3,31],"2-ethynylphenylcarbamate":[4],"derivative":[5],"with":[6],"alkenes":[7],"in":[8,38],"the":[9,39],"presence":[10],"a":[12],"palladium(II)":[13],"catalyst,":[14],"copper":[15],"dichloride":[16],"and":[17],"tetrabutylammonium":[18],"fluoride":[19],"(TBAF)":[20],"produced":[21],"2-substituted":[22],"3-ethenylindoles":[23],"during":[24],"refluxing.":[25],"intramolecular":[27],"cyclization":[28],"2-ethynylphenylcarbamates,":[32],"which":[33],"have":[34],"an":[35],"ethenyl":[36],"part":[37],"ethynyl":[40],"group,":[41],"was":[42],"also":[43],"used":[44],"to":[45],"produce":[46],"carbazole":[47],"derivatives.":[48]},"counts_by_year":[{"year":2026,"cited_by_count":2},{"year":2025,"cited_by_count":1},{"year":2021,"cited_by_count":3},{"year":2020,"cited_by_count":2},{"year":2019,"cited_by_count":2},{"year":2018,"cited_by_count":2},{"year":2017,"cited_by_count":1},{"year":2016,"cited_by_count":1},{"year":2015,"cited_by_count":2},{"year":2014,"cited_by_count":2},{"year":2013,"cited_by_count":5},{"year":2012,"cited_by_count":3}],"updated_date":"2026-11-10T11:39:43.021295","created_date":"2016-06-24T00:00:00"}
