{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,17]],"date-time":"2026-08-17T14:29:28Z","timestamp":1786976968453,"version":"build-2736575974"},"reference-count":77,"publisher":"Wiley","issue":"12","license":[{"start":{"date-parts":[[2023,2,8]],"date-time":"2023-02-08T00:00:00Z","timestamp":1675814400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Angew Chem Int Ed"],"published-print":{"date-parts":[[2023,3,13]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>\n                    A Pd\u2010catalyzed three\u2010component s\n                    <jats:italic>yn<\/jats:italic>\n                    \u20101,2\u2010arylmethylation of internal alkynes (ynamides\/yne\u2010acetates\/alkynes) is described. The readily available and bench stable coupling partners iodo\u2010arenes, and methyl boronic acid are successfully used in this coupling strategy to access the methyl\u2010containing tetra\u2010substituted olefins; the scope is broad showing excellent functional\u2010group tolerance. Notably, the transformation is regio\u2010 as well as stereoselective. The biologically relevant motifs (BRM) bearing iodo\u2010arenes and ynamides are also used for the late\u2010stage s\n                    <jats:italic>yn<\/jats:italic>\n                    \u20101,2\u2010arylmethylation of alkynes. Aryl\u2010alkylation, aryl\u2010trideuteriomethylation, alkynyl\u2010methylation, and alkenyl\u2010methylation of ynamides are also presented. The Me\u2010substituted alkenes are further transformed into synthetically important \u03b2\u2010amino\u2010indenones and \u03b1\u2010fluoro\u2010\u03b1\u2032\u2010methyl ketones.\n                  <\/jats:p>","DOI":"10.1002\/anie.202300610","type":"journal-article","created":{"date-parts":[[2023,1,26]],"date-time":"2023-01-26T11:09:29Z","timestamp":1674731369000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":20,"title":["Three Component\n                    <i>syn<\/i>\n                    \u20101,2\u2010Arylmethylation of Internal Alkynes**"],"prefix":"10.1002","volume":"62","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-8372-8296","authenticated-orcid":false,"given":"Shubham","family":"Dutta","sequence":"first","affiliation":[{"name":"School of Chemistry University of Hyderabad  Hyderabad 500046 India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5570-4759","authenticated-orcid":false,"given":"Akhila K.","family":"Sahoo","sequence":"additional","affiliation":[{"name":"School of Chemistry University of Hyderabad  Hyderabad 500046 India"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2023,2,8]]},"reference":[{"key":"e_1_2_7_1_1","unstructured":"\u00a0"},{"key":"e_1_2_7_2_2","doi-asserted-by":"publisher","DOI":"10.3390\/md20010035"},{"key":"e_1_2_7_3_2","doi-asserted-by":"publisher","DOI":"10.1038\/s41467-017-01428-0"},{"key":"e_1_2_7_4_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmcl.2018.09.016"},{"key":"e_1_2_7_5_1","doi-asserted-by":"publisher","DOI":"10.1021\/ed1003806"},{"key":"e_1_2_7_6_1","unstructured":"\u00a0"},{"key":"e_1_2_7_7_2","doi-asserted-by":"crossref","first-page":"429","DOI":"10.1016\/B978-0-12-374194-3.00020-2","volume-title":"Substituent Groups. The Practice of Medicinal Chemistry, 3rd","author":"Bazzini P.","year":"2008"},{"key":"e_1_2_7_8_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr200060g"},{"key":"e_1_2_7_9_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201303207"},{"key":"e_1_2_7_9_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201303207"},{"key":"e_1_2_7_10_1","unstructured":"\u00a0"},{"key":"e_1_2_7_11_2","doi-asserted-by":"publisher","DOI":"10.1021\/jm4007998"},{"key":"e_1_2_7_12_2","doi-asserted-by":"publisher","DOI":"10.4155\/fmc-2016-0032"},{"key":"e_1_2_7_13_2","doi-asserted-by":"publisher","DOI":"10.1177\/1060028018797110"},{"key":"e_1_2_7_14_2","first-page":"902","volume":"41","author":"Zhang Y.","year":"2017","journal-title":"Prog. Pharm. Sci."},{"key":"e_1_2_7_15_2","doi-asserted-by":"crossref","unstructured":"J. F.Liu Y.Dong WO200935598A1 2009.","DOI":"10.1109\/IPDPS.2009.5161248"},{"key":"e_1_2_7_16_1","unstructured":"\u00a0"},{"key":"e_1_2_7_17_2","doi-asserted-by":"publisher","DOI":"10.1039\/D0CS00973C"},{"key":"e_1_2_7_18_2","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.202100762"},{"key":"e_1_2_7_19_1","unstructured":"\u00a0"},{"key":"e_1_2_7_20_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.9b07857"},{"key":"e_1_2_7_21_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.8b10076"},{"key":"e_1_2_7_22_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.8b00048"},{"key":"e_1_2_7_23_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.6b06908"},{"key":"e_1_2_7_24_2","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.2c02474"},{"key":"e_1_2_7_25_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.0c02805"},{"key":"e_1_2_7_26_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja0775063"},{"key":"e_1_2_7_27_2","doi-asserted-by":"publisher","DOI":"10.1038\/s41586-020-2137-8"},{"key":"e_1_2_7_28_2","doi-asserted-by":"publisher","DOI":"10.1038\/s41557-020-0475-7"},{"key":"e_1_2_7_29_1","unstructured":"\u00a0"},{"key":"e_1_2_7_30_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja9538039"},{"key":"e_1_2_7_31_2","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.200400808"},{"key":"e_1_2_7_32_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo00238a024"},{"key":"e_1_2_7_33_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo901658v"},{"key":"e_1_2_7_34_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201709128"},{"key":"e_1_2_7_34_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201709128"},{"key":"e_1_2_7_35_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202006322"},{"key":"e_1_2_7_35_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.202006322"},{"key":"e_1_2_7_36_1","unstructured":"\u00a0"},{"key":"e_1_2_7_37_2","doi-asserted-by":"publisher","DOI":"10.1038\/s41467-022-28949-7"},{"key":"e_1_2_7_38_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201915522"},{"key":"e_1_2_7_38_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201915522"},{"key":"e_1_2_7_39_1","unstructured":"\u00a0"},{"key":"e_1_2_7_40_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2020.151725"},{"key":"e_1_2_7_41_2","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.1c01421"},{"key":"e_1_2_7_42_1","unstructured":"\u00a0"},{"key":"e_1_2_7_43_2","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.0c04180"},{"key":"e_1_2_7_44_2","doi-asserted-by":"publisher","DOI":"10.1039\/D0CS00769B"},{"key":"e_1_2_7_45_2","doi-asserted-by":"publisher","DOI":"10.1002\/tcr.202100159"},{"key":"e_1_2_7_46_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.accounts.0c00417"},{"key":"e_1_2_7_47_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr100003s"},{"key":"e_1_2_7_48_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200905817"},{"key":"e_1_2_7_48_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.200905817"},{"key":"e_1_2_7_49_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar400193g"},{"key":"e_1_2_7_50_2","doi-asserted-by":"publisher","DOI":"10.1039\/C5OB02262B"},{"key":"e_1_2_7_51_2","first-page":"59","volume":"48","author":"Evano G.","year":"2015","journal-title":"Aldrichimica Acta"},{"key":"e_1_2_7_52_2","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.9b01851"},{"key":"e_1_2_7_53_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.2c00197"},{"key":"e_1_2_7_54_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.8b03830"},{"key":"e_1_2_7_55_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo501894j"},{"key":"e_1_2_7_56_2","doi-asserted-by":"publisher","DOI":"10.1039\/C3CC49069F"},{"key":"e_1_2_7_57_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.2c03989"},{"key":"e_1_2_7_58_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201811947"},{"key":"e_1_2_7_58_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201811947"},{"key":"e_1_2_7_59_1","unstructured":"\u00a0"},{"key":"e_1_2_7_60_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo4027319"},{"key":"e_1_2_7_61_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol100576m"},{"key":"e_1_2_7_62_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200900585"},{"key":"e_1_2_7_62_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.200900585"},{"key":"e_1_2_7_63_2","first-page":"2737","volume":"18","author":"Hopkinson M. N.","year":"2010","journal-title":"Synlett"},{"key":"e_1_2_7_64_2","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.201403115"},{"key":"e_1_2_7_65_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201302402"},{"key":"e_1_2_7_65_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201302402"},{"key":"e_1_2_7_66_2","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.201600113"},{"key":"e_1_2_7_67_1","doi-asserted-by":"publisher","DOI":"10.1039\/D2SC03294E"},{"key":"e_1_2_7_68_1","unstructured":"Deposition numbers\u20052170318 (8) 2170319 (15) and 2170317 (35)contain the supplementary crystallographic data for this paper. These data are provided free of charge by the joint Cambridge Crystallographic Data Centre and Fachinformationszentrum KarlsruheAccess Structures service."},{"key":"e_1_2_7_69_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja062777j"}],"container-title":["Angewandte Chemie International Edition"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/anie.202300610","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/anie.202300610","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/anie.202300610","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,4,8]],"date-time":"2025-04-08T09:05:37Z","timestamp":1744103137000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/anie.202300610"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2023,2,8]]},"references-count":77,"journal-issue":{"issue":"12","published-print":{"date-parts":[[2023,3,13]]}},"alternative-id":["10.1002\/anie.202300610"],"URL":"https:\/\/doi.org\/10.1002\/anie.202300610","archive":["Portico"],"relation":{},"ISSN":["1433-7851","1521-3773"],"issn-type":[{"value":"1433-7851","type":"print"},{"value":"1521-3773","type":"electronic"}],"subject":[],"published":{"date-parts":[[2023,2,8]]},"assertion":[{"value":"2023-01-12","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2023-02-08","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e202300610"}}