{"id":"https://openalex.org/W2012247709","doi":"https://doi.org/10.3987/com-03-9801","title":"A New Route to Papaverine Analogs via Photocyclization of Substituted N-Acyl-\u03b1-dehydrophenylalaninamides","display_name":"A New Route to Papaverine Analogs via Photocyclization of Substituted N-Acyl-\u03b1-dehydrophenylalaninamides","publication_year":2003,"publication_date":"2003-01-01","ids":{"openalex":"https://openalex.org/W2012247709","doi":"https://doi.org/10.3987/com-03-9801","mag":"2012247709"},"language":"en","primary_location":{"id":"doi:10.3987/com-03-9801","doi":"https://doi.org/10.3987/com-03-9801","is_oa":false,"landing_page_url":"https://doi.org/10.3987/com-03-9801","pdf_url":null,"source":{"id":"https://openalex.org/S27298842","display_name":"Heterocycles","issn_l":"0385-5414","issn":["0385-5414","1881-0942"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","jufo-1","norway-1","poland-40","russia-white-list-4"],"host_organization":"https://openalex.org/P4310320990","host_organization_name":"Elsevier BV","host_organization_lineage":["https://openalex.org/P4310320990"],"host_organization_lineage_names":["Elsevier BV"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"HETEROCYCLES","raw_type":"journal-article"},"volume":null,"type":"article","is_traditional":true,"indexed_in":["crossref"],"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/A5112445548","display_name":"Tadamitsu Sakurai","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I41802502","display_name":"Kanagawa University","ror":"https://ror.org/02j6c0d67","country_code":"JP","type":"education","lineage":["https://openalex.org/I41802502"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"Tadamitsu Sakurai","raw_affiliation_strings":["Department of Applied Chemistry, Faculty of Engineering, Kanagawa University, Kanagawa-ku, Yokohama 221-8686, Japan"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Applied Chemistry, Faculty of Engineering, Kanagawa University, Kanagawa-ku, Yokohama 221-8686, Japan","institution_ids":["https://openalex.org/I41802502"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5005718399","display_name":"Hideki Hoshina","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I41802502","display_name":"Kanagawa University","ror":"https://ror.org/02j6c0d67","country_code":"JP","type":"education","lineage":["https://openalex.org/I41802502"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"Hideki Hoshina","raw_affiliation_strings":["Department of Applied Chemistry, Faculty of Engineering, Kanagawa University, Kanagawa-ku, Yokohama 221-8686, Japan"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Applied Chemistry, Faculty of Engineering, Kanagawa University, Kanagawa-ku, Yokohama 221-8686, Japan","institution_ids":["https://openalex.org/I41802502"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5111608487","display_name":"Kei Maekawa","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I41802502","display_name":"Kanagawa University","ror":"https://ror.org/02j6c0d67","country_code":"JP","type":"education","lineage":["https://openalex.org/I41802502"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"Kei Maekawa","raw_affiliation_strings":["Department of Applied Chemistry, Faculty of Engineering, Kanagawa University, Kanagawa-ku, Yokohama 221-8686, Japan"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Applied Chemistry, Faculty of Engineering, Kanagawa University, Kanagawa-ku, Yokohama 221-8686, Japan","institution_ids":["https://openalex.org/I41802502"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5006376938","display_name":"Keisuke Taie","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I41802502","display_name":"Kanagawa University","ror":"https://ror.org/02j6c0d67","country_code":"JP","type":"education","lineage":["https://openalex.org/I41802502"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"Keisuke Taie","raw_affiliation_strings":["Department of Applied Chemistry, Faculty of Engineering, Kanagawa University, Kanagawa-ku, Yokohama 221-8686, Japan"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Applied Chemistry, Faculty of Engineering, Kanagawa University, Kanagawa-ku, Yokohama 221-8686, Japan","institution_ids":["https://openalex.org/I41802502"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5001921181","display_name":"Tetsutaro Igarashi","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I41802502","display_name":"Kanagawa University","ror":"https://ror.org/02j6c0d67","country_code":"JP","type":"education","lineage":["https://openalex.org/I41802502"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"Tetsutaro Igarashi","raw_affiliation_strings":["Department of Applied Chemistry, Faculty of Engineering, Kanagawa University, Kanagawa-ku, Yokohama 221-8686, Japan"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Applied Chemistry, Faculty of Engineering, Kanagawa University, Kanagawa-ku, Yokohama 221-8686, Japan","institution_ids":["https://openalex.org/I41802502"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":[],"corresponding_institution_ids":["https://openalex.org/I41802502"],"apc_list":null,"apc_paid":null,"fwci":0.6711,"has_fulltext":false,"cited_by_count":16,"citation_normalized_percentile":{"value":0.62161984,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":88,"max":93},"biblio":{"volume":"60","issue":"8","first_page":"1779","last_page":"1779"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T13971","display_name":"Isoquinoline Alkaloid Synthesis","score":0.36649999022483826,"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/T13971","display_name":"Isoquinoline Alkaloid Synthesis","score":0.36649999022483826,"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/T10701","display_name":"Radical Photochemical Reactions","score":0.3449999988079071,"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/T13649","display_name":"Advanced Synthetic Organic Chemistry","score":0.07079999893903732,"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/photocyclization","display_name":"photocyclization","score":0.9419999718666077},{"id":"https://openalex.org/keywords/isoquinoline-alkaloids","display_name":"isoquinoline alkaloids","score":0.9480000138282776},{"id":"https://openalex.org/keywords/methoxy-substituent-effects","display_name":"methoxy substituent effects","score":0.5099999904632568},{"id":"https://openalex.org/keywords/photochemical-synthesis","display_name":"photochemical synthesis","score":0.4480000138282776},{"id":"https://openalex.org/keywords/3-4-dimethoxybenzaldehyde","display_name":"3,4-dimethoxybenzaldehyde","score":0.8339999914169312}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9523938894271851},{"id":"https://openalex.org/C59759590","wikidata":"https://www.wikidata.org/wiki/Q2275927","display_name":"Regioselectivity","level":3,"score":0.7797548770904541},{"id":"https://openalex.org/C2779607525","wikidata":"https://www.wikidata.org/wiki/Q14982","display_name":"Methanol","level":2,"score":0.47943538427352905},{"id":"https://openalex.org/C2777463227","wikidata":"https://www.wikidata.org/wiki/Q408047","display_name":"Acetonitrile","level":2,"score":0.47336217761039734},{"id":"https://openalex.org/C2776923262","wikidata":"https://www.wikidata.org/wiki/Q412316","display_name":"Isoquinoline","level":2,"score":0.4466165602207184},{"id":"https://openalex.org/C111771559","wikidata":"https://www.wikidata.org/wiki/Q66295","display_name":"Derivative (finance)","level":2,"score":0.4376845359802246},{"id":"https://openalex.org/C134121241","wikidata":"https://www.wikidata.org/wiki/Q899301","display_name":"Yield (engineering)","level":2,"score":0.42718902230262756},{"id":"https://openalex.org/C2781076698","wikidata":"https://www.wikidata.org/wiki/Q718074","display_name":"Aryl","level":3,"score":0.4238142967224121},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.3536873757839203},{"id":"https://openalex.org/C21951064","wikidata":"https://www.wikidata.org/wiki/Q899212","display_name":"Combinatorial chemistry","level":1,"score":0.33626997470855713},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.268224835395813},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.07540309429168701},{"id":"https://openalex.org/C2780263894","wikidata":"https://www.wikidata.org/wiki/Q335268","display_name":"Alkyl","level":2,"score":0.0},{"id":"https://openalex.org/C192562407","wikidata":"https://www.wikidata.org/wiki/Q228736","display_name":"Materials science","level":0,"score":0.0},{"id":"https://openalex.org/C191897082","wikidata":"https://www.wikidata.org/wiki/Q11467","display_name":"Metallurgy","level":1,"score":0.0},{"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":[],"locations_count":1,"locations":[{"id":"doi:10.3987/com-03-9801","doi":"https://doi.org/10.3987/com-03-9801","is_oa":false,"landing_page_url":"https://doi.org/10.3987/com-03-9801","pdf_url":null,"source":{"id":"https://openalex.org/S27298842","display_name":"Heterocycles","issn_l":"0385-5414","issn":["0385-5414","1881-0942"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","jufo-1","norway-1","poland-40","russia-white-list-4"],"host_organization":"https://openalex.org/P4310320990","host_organization_name":"Elsevier BV","host_organization_lineage":["https://openalex.org/P4310320990"],"host_organization_lineage_names":["Elsevier BV"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"HETEROCYCLES","raw_type":"journal-article"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":7,"referenced_works":["https://openalex.org/W566617529","https://openalex.org/W1978544760","https://openalex.org/W1997608145","https://openalex.org/W2032100798","https://openalex.org/W2090566061","https://openalex.org/W2949789958","https://openalex.org/W3044617864"],"related_works":["https://openalex.org/W2049788710","https://openalex.org/W2952679013","https://openalex.org/W2032100798","https://openalex.org/W2950639227","https://openalex.org/W2094033186","https://openalex.org/W2949789958","https://openalex.org/W2019026238","https://openalex.org/W2092819684","https://openalex.org/W7030285123","https://openalex.org/W2090566061"],"abstract_inverted_index":{"Z)-N-Phenylacetyl-\u03b1-dehydro(3,4-dimethoxyphenyl)alaninamide":[0],"derivatives":[1,18,156],"[(Z)-1]":[2],"were":[3,30,56,281],"prepared":[4,282],"in":[5,12,24,103,124,178,219,283],"satisfactory":[6],"yields,":[7],"starting":[8,43,278],"from":[9],"3,4dimethoxybenzaldehyde.On":[10],"irradiation":[11],"methanol,":[13],"regioselective":[14,213],"photocyclization":[15,160,174,214,252],"of":[16,41,52,68,73,93,108,113,117,129,153,167,175,199,237,240,247,253,274,292],"these":[17,130],"proceeded":[19],"to":[20,32,63,65,215,233,267,272],"give":[21,216],"papaverine":[22],"analogs":[23,54,236,273],"good":[25],"yields.Substituents":[26],"introduced":[27],"into":[28,76,133],"(Z)-1":[29],"found":[31,195],"exert":[33],"only":[34],"a":[35,147,183,200,220,269],"minor":[36],"effect":[37],"on":[38,49,146,207,250],"the":[39,42,50,53,66,105,114,126,168,173,188,197,204,208,241,251,288],"conversion":[40],"isomers":[44],"(1)":[45],"as":[46,48,96,121,123,244],"well":[47,122],"selectivity":[51],"which":[55],"formed":[57],"along":[58],"with":[59],"1-azetines.Photochemistry":[60],"has":[61],"continued":[62],"contribute":[64],"development":[67],"efficient":[69],"and":[70,87,157,180,261],"selective":[71],"transformations":[72],"organic":[74],"materials":[75],"pharmaceutically":[77,163,275],"important":[78,169,276],"heterocyclic":[79,94],"compounds.":[80],"1It":[81],"is":[82,171],"well-known":[83],"that":[84,135,172,196],"numerous":[85],"biomolecules":[86],"natural":[88],"products":[89,138],"contain":[90],"various":[91],"types":[92],"compounds":[95],"their":[97],"principal":[98],"constituents.We":[99],"have":[100],"been":[101],"interested":[102],"exploring":[104],"excited-state":[106],"reactivities":[107,152],"\u03b1dehydroamino":[109],"acid":[110,255],"derivatives,":[111],"one":[112,239],"main":[115],"constituents":[116],"some":[118],"antibiotics,":[119],"2":[120],"demonstrating":[125],"synthetic":[127],"utility":[128],"photochemical":[131,151],"reactions.Taking":[132],"account":[134],"\u03b1-dehydroamino":[136],"acidderived":[137],"may":[139],"possess":[140],"high":[141,284],"biological":[142],"activities,":[143],"we":[144,194,259],"embarked":[145],"systematic":[148],"study":[149,249],"regarding":[150],"aryl-substituted":[154],"\u03b1-dehydroalanine":[155],"discovered":[158],"novel":[159],"reactions":[161,291],"forming":[162,224],"useful":[164,184],"products.":[165],"3,4One":[166],"findings":[170,230],"substituted":[176,263],"(Z)-N-acetyl-\u03b1-dehydrophenylalaninamides":[177],"methanol":[179],"acetonitrile":[181],"constitutes":[182],"method":[185],"for":[186],"constructing":[187],"isoquinoline":[189,242],"skeleton.":[190],"3":[191],"Very":[192],"recently,":[193],"introduction":[198],"methoxy":[201],"group":[202],"at":[203],"meta":[205],"position":[206],"styryl":[209],"benzene":[210],"ring":[211,289],"accomplishes":[212],"6-methoxyisoquinoline":[217],"derivative":[218],"reasonable":[221],"yield":[222],"without":[223],"any":[225],"8-methoxy":[226],"derivative.":[227],"5":[228],"These":[229],"stimulated":[231],"us":[232],"photochemically":[234],"synthesize":[235],"papaverine,":[238],"alkaloids,":[243],"an":[245],"extension":[246],"our":[248],"Nacyl-\u03b1-dehydroamino":[254],"derivatives.To":[256],"this":[257],"end":[258],"designed":[260],"synthesized":[262],"(Z)-Nphenylacetyl-\u03b1-dehydrophenylalaninamides":[264],"(1a-h),":[265],"hoping":[266],"establish":[268],"new":[270],"route":[271],"papaverine.The":[277],"(Z)-isomers":[279],"(1a-h)":[280],"yields":[285],"(>80%)":[286],"by":[287],"opening":[290],"(Z)-":[293]},"counts_by_year":[{"year":2020,"cited_by_count":1},{"year":2019,"cited_by_count":1},{"year":2014,"cited_by_count":1}],"updated_date":"2026-11-05T12:25:35.769452","created_date":"2016-06-24T00:00:00"}