{"created":"2023-05-15T14:48:01.548398+00:00","id":65821,"links":{},"metadata":{"_buckets":{"deposit":"7fcb78e1-098c-482c-bc7f-30899b1c6810"},"_deposit":{"created_by":1,"id":"65821","owners":[1],"pid":{"revision_id":0,"type":"depid","value":"65821"},"status":"published"},"_oai":{"id":"oai:repo.qst.go.jp:00065821","sets":["10:29"]},"author_link":["648385","648387","648389","648386","648384","648390","648388","648391"],"item_10005_date_7":{"attribute_name":"発表年月日","attribute_value_mlt":[{"subitem_date_issued_datetime":"2015-11-09","subitem_date_issued_type":"Issued"}]},"item_10005_description_5":{"attribute_name":"抄録","attribute_value_mlt":[{"subitem_description":"Objectives: Introduction of carbonyl group into an aryl or heteroaryl groups is useful method for the construction of valuable pharmacologically active compounds. However typical carbonylation methods using [11C]O generally requires high pressure and high temperature conditions. Therefore, the development of amenable method for the [11C]carbonylation reaction is needed. Here we present the Pd(0)-mediated mild [11C]carbonylation reaction using [11C]O and boronic acid esters under atmospheric pressure.1 ,2 \n\\nResults and discussion: The carbonylation reaction was carried out using [11C]O in the presence of aryl and heteroaryl boronic acid esters, paradium(II) acetate (Pd(OAc2)), p-benzoquinone (PBQ) and triphenylphosphine (PPh3) in MeOH or DMF-MeOH (v/v =1:1). The reaction mixture was heated at 65 °C for 5 min under atmospheric pressure to give corresponding [carbonyl-11C]esters. Some of these [carbonyl-11C]esters were converted to corresponding [carbonyl-11C]amides by treating with 25% ammonia solution at 65 °C for 5 - 10 min. Using this methods, we have been succeeded the synthesis of various aryl/heteroaryl [carbonyl-11C]esters with decay-corrected radiochemical yield (RCY) in the range of 6-80%. The efficiency of the amidation was deeply affected by the structure of the substrate. Although [carbonyl-11C]salicylamide, nicotinamide, 3-quinolineamide, 4-isoquinolineamide and 4-hydroxybenzamide were obtained in good RCY from corresponding [carbonyl-11C]esters, the production of 4-benzyloxy[carbonyl-11C]benzamide was failed. \n\\nConclusions: Pd(0)-mediated [11C]carbonylation with aryl/heteroarylboronic acid pinacol esters and [11C]O have been carried out successfully in MeOH or DMF-MeOH (v/v =1:1) under atmospheric pressure at 65 °C for 5 min and gave the corresponding [carbonyl-11C]esters in the range of 6-80% RCY. Some of these [carbonyl-11C]esters were converted to the corresponding [carbonyl-11C]amides by treating with 25% ammonia solution.","subitem_description_type":"Abstract"}]},"item_10005_description_6":{"attribute_name":"会議概要(会議名, 開催地, 会期, 主催者等)","attribute_value_mlt":[{"subitem_description":"Ninth Japan-China Joint Seminar on Radiopharmaceutical Chemistry","subitem_description_type":"Other"}]},"item_access_right":{"attribute_name":"アクセス権","attribute_value_mlt":[{"subitem_access_right":"metadata only access","subitem_access_right_uri":"http://purl.org/coar/access_right/c_14cb"}]},"item_creator":{"attribute_name":"著者","attribute_type":"creator","attribute_value_mlt":[{"creatorNames":[{"creatorName":"Ishii, Hideki"}],"nameIdentifiers":[{"nameIdentifier":"648384","nameIdentifierScheme":"WEKO"}]},{"creatorNames":[{"creatorName":"Minegishi, Katsuyuki"}],"nameIdentifiers":[{"nameIdentifier":"648385","nameIdentifierScheme":"WEKO"}]},{"creatorNames":[{"creatorName":"Nagatsu, Koutarou"}],"nameIdentifiers":[{"nameIdentifier":"648386","nameIdentifierScheme":"WEKO"}]},{"creatorNames":[{"creatorName":"Zhang, Ming-Rong"}],"nameIdentifiers":[{"nameIdentifier":"648387","nameIdentifierScheme":"WEKO"}]},{"creatorNames":[{"creatorName":"石井 英樹","creatorNameLang":"en"}],"nameIdentifiers":[{"nameIdentifier":"648388","nameIdentifierScheme":"WEKO"}]},{"creatorNames":[{"creatorName":"峯岸 克行","creatorNameLang":"en"}],"nameIdentifiers":[{"nameIdentifier":"648389","nameIdentifierScheme":"WEKO"}]},{"creatorNames":[{"creatorName":"永津 弘太郎","creatorNameLang":"en"}],"nameIdentifiers":[{"nameIdentifier":"648390","nameIdentifierScheme":"WEKO"}]},{"creatorNames":[{"creatorName":"張 明栄","creatorNameLang":"en"}],"nameIdentifiers":[{"nameIdentifier":"648391","nameIdentifierScheme":"WEKO"}]}]},"item_language":{"attribute_name":"言語","attribute_value_mlt":[{"subitem_language":"eng"}]},"item_resource_type":{"attribute_name":"資源タイプ","attribute_value_mlt":[{"resourcetype":"conference object","resourceuri":"http://purl.org/coar/resource_type/c_c94f"}]},"item_title":"Pd(0)-MEDIATED [11C]CARBONYLATION OF BORONIC ACID ESTERS WITH [11C]CARBON MONOXIDE","item_titles":{"attribute_name":"タイトル","attribute_value_mlt":[{"subitem_title":"Pd(0)-MEDIATED [11C]CARBONYLATION OF BORONIC ACID ESTERS WITH [11C]CARBON MONOXIDE"}]},"item_type_id":"10005","owner":"1","path":["29"],"pubdate":{"attribute_name":"公開日","attribute_value":"2015-11-25"},"publish_date":"2015-11-25","publish_status":"0","recid":"65821","relation_version_is_last":true,"title":["Pd(0)-MEDIATED [11C]CARBONYLATION OF BORONIC ACID ESTERS WITH [11C]CARBON MONOXIDE"],"weko_creator_id":"1","weko_shared_id":-1},"updated":"2023-05-15T20:55:53.417835+00:00"}