{"created":"2023-05-15T09:17:49.939384+00:00","id":865,"links":{},"metadata":{"_buckets":{"deposit":"48de3875-9bf4-4749-a6e6-a164a4eca3ff"},"_deposit":{"created_by":15,"id":"865","owners":[15],"pid":{"revision_id":0,"type":"depid","value":"865"},"status":"published"},"_oai":{"id":"oai:iuhw.repo.nii.ac.jp:00000865","sets":["2:136"]},"author_link":["1896","1897","1898","1899","1867"],"item_10001_biblio_info_7":{"attribute_name":"書誌情報","attribute_value_mlt":[{"bibliographicIssueDates":{"bibliographicIssueDate":"2017-10-06","bibliographicIssueDateType":"Issued"},"bibliographicIssueNumber":"2","bibliographicPageEnd":"52","bibliographicPageStart":"46","bibliographicVolumeNumber":"22","bibliographic_titles":[{"bibliographic_title":"国際医療福祉大学学会誌"},{"bibliographic_title":"Journal of the International University of Health and Welfare","bibliographic_titleLang":"en"}]}]},"item_10001_description_5":{"attribute_name":"抄録","attribute_value_mlt":[{"subitem_description":"Objectives: The purpose of the present study was to examine the reactivity and regioselectivity of ethyl benz[f]indole-2-carboxylate in electrophilic substitution.  We also attempted to synthesize a tryptamine analogue from a 3-formylated compound.\nMethods: For the formation of a carbon-carbon bond to give ethyl benz[f]indole-2-carboxylate, we examined two types of reactions: Friedel-Crafts acylation and formylation.\nResults: Friedel-Crafts acylation of the benz[f]indole gave 3-, 4- and 9-acetylated compounds without regioselectivity. On the other hand, formylation selectively gave a 3-formylated compound. Elongation of the 3-formylated compound followed by selective reduction afforded a 3-nitroethyl compound.\nConclusions: Benz[f]indoles are considered to have properties that reflect the hybridization of an indole and anthracene. Therefore, the reactive sites of benz[f]indoles in electrophilic substitution are believed to be the 3-, 4- and 9-positions.","subitem_description_type":"Abstract"}]},"item_10001_description_6":{"attribute_name":"内容記述","attribute_value_mlt":[{"subitem_description":"目的：ベンズ[ f ] インドール誘導体を対象として，その求電子置換反応を行うことにより，反応性と位置選択性の検討を目的とした．3 位への位置選択的炭素鎖導入後に，生理活性化合物を目指してトリプタミンアナローグの合成も行う．\n方法：炭素‒炭素結合の代表的な求電子置換反応であるFriedel-Crafts アシル化およびホルミル化を行った．得られた3‒ホルミル体から増炭・窒素官能基の導入を行い，トリプタミンアナローグの合成を検討した．\n結果：2 種の求電子置換反応の結果，アシル化では3 種の混合物（3，4，9 位）となり位置選択性はなく，ホルミル化では3 位への選択性が見られた．これらの結果を電子密度の計算結値と比較した．得られた3‒ホルミル体から縮合，続く選択的還元によってトリプタミンアナローグの足がかりとなる3‒ニトロエチル体を得ることができた．\n結論：ベンズ[ f ] インドール骨格はインドールとアントラセンとのハイブリッド構造であり，求電子置換反応に対する反応性は，両者の性質を反映していることが判明した．","subitem_description_type":"Other"}]},"item_10001_full_name_3":{"attribute_name":"著者別名","attribute_value_mlt":[{"nameIdentifiers":[{}],"names":[{"name":"Munakata, Tatsuo"}]},{"nameIdentifiers":[{}],"names":[{"name":"Watanabe, Toshiko"}]}]},"item_10001_publisher_8":{"attribute_name":"出版者","attribute_value_mlt":[{"subitem_publisher":"国際医療福祉大学学会"}]},"item_10001_radio_20":{"attribute_name":"著者版フラグ","attribute_value_mlt":[{"subitem_radio_item":"publisher"}]},"item_10001_source_id_11":{"attribute_name":"書誌レコードID（NCID）","attribute_value_mlt":[{"subitem_source_identifier":"AA12537130","subitem_source_identifier_type":"NCID"}]},"item_10001_source_id_9":{"attribute_name":"ISSN","attribute_value_mlt":[{"subitem_source_identifier":"21863652","subitem_source_identifier_type":"ISSN"}]},"item_creator":{"attribute_name":"著者","attribute_type":"creator","attribute_value_mlt":[{"creatorNames":[{"creatorName":"Nyo Mi Swe"},{"creatorName":"ニョ　ミ　スエ","creatorNameLang":"ja-Kana"}],"nameIdentifiers":[{}]},{"creatorNames":[{"creatorName":"宗像, 達夫"},{"creatorName":"ムナカタ, タツオ","creatorNameLang":"ja-Kana"}],"nameIdentifiers":[{}]},{"creatorNames":[{"creatorName":"渡邊, 敏子"},{"creatorName":"ワタナベ, トシコ","creatorNameLang":"ja-Kana"}],"nameIdentifiers":[{}]}]},"item_files":{"attribute_name":"ファイル情報","attribute_type":"file","attribute_value_mlt":[{"accessrole":"open_date","date":[{"dateType":"Available","dateValue":"2017-11-15"}],"displaytype":"simple","filename":"22_2(46-52p).pdf","filesize":[{"value":"549.0 kB"}],"format":"application/pdf","licensetype":"license_11","mimetype":"application/pdf","url":{"label":"本文(PDF)","url":"https://iuhw.repo.nii.ac.jp/record/865/files/22_2(46-52p).pdf"},"version_id":"d838b800-96a2-4e8e-96fc-88d8cbcadf36"}]},"item_keyword":{"attribute_name":"キーワード","attribute_value_mlt":[{"subitem_subject":"ベンズ[ f ] インドール","subitem_subject_scheme":"Other"},{"subitem_subject":"求電子置換反応","subitem_subject_scheme":"Other"},{"subitem_subject":"Friedel-Crafts アシル化","subitem_subject_scheme":"Other"},{"subitem_subject":"Vilsmeier ホルミル化","subitem_subject_scheme":"Other"},{"subitem_subject":"電子密度","subitem_subject_scheme":"Other"},{"subitem_subject":"benz[ f ]indole","subitem_subject_language":"en","subitem_subject_scheme":"Other"},{"subitem_subject":"electrophilic substitution","subitem_subject_language":"en","subitem_subject_scheme":"Other"},{"subitem_subject":"Friedel-Crafts acylation","subitem_subject_language":"en","subitem_subject_scheme":"Other"},{"subitem_subject":"Vilsmeier formylation","subitem_subject_language":"en","subitem_subject_scheme":"Other"},{"subitem_subject":"electron density","subitem_subject_language":"en","subitem_subject_scheme":"Other"}]},"item_language":{"attribute_name":"言語","attribute_value_mlt":[{"subitem_language":"jpn"}]},"item_resource_type":{"attribute_name":"資源タイプ","attribute_value_mlt":[{"resourcetype":"journal article","resourceuri":"http://purl.org/coar/resource_type/c_6501"}]},"item_title":"ベンズ[ f ]インドール‒2‒カルボン酸エチルの求電子置換反応における反応性と位置選択性","item_titles":{"attribute_name":"タイトル","attribute_value_mlt":[{"subitem_title":"ベンズ[ f ]インドール‒2‒カルボン酸エチルの求電子置換反応における反応性と位置選択性"},{"subitem_title":"Reactivity and regioselectivity of ethyl 1H-benz[f]indole-2-carboxylate in electrophilic substitution","subitem_title_language":"en"}]},"item_type_id":"10001","owner":"15","path":["136"],"pubdate":{"attribute_name":"公開日","attribute_value":"2017-11-15"},"publish_date":"2017-11-15","publish_status":"0","recid":"865","relation_version_is_last":true,"title":["ベンズ[ f ]インドール‒2‒カルボン酸エチルの求電子置換反応における反応性と位置選択性"],"weko_creator_id":"15","weko_shared_id":-1},"updated":"2023-06-21T10:41:25.176136+00:00"}