{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,6,1]],"date-time":"2026-06-01T20:51:22Z","timestamp":1780347082980,"version":"3.54.1"},"reference-count":78,"publisher":"Wiley","issue":"13","license":[{"start":{"date-parts":[[2019,1,17]],"date-time":"2019-01-17T00:00:00Z","timestamp":1547683200000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"funder":[{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["21390402, 21520102003"],"award-info":[{"award-number":["21390402, 21520102003"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100003819","name":"Natural Science Foundation of Hubei Province","doi-asserted-by":"publisher","award":["2017CFA010"],"award-info":[{"award-number":["2017CFA010"]}],"id":[{"id":"10.13039\/501100003819","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["ChemSusChem"],"published-print":{"date-parts":[[2019,7,5]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p><jats:italic>N<\/jats:italic>\u2010Mannich bases are an important structure in various functional molecules. A new protocol to synthesize <jats:italic>N<\/jats:italic>\u2010Mannich bases was established through electrochemical external\u2010oxidant\u2010free C(sp<jats:sup>3<\/jats:sup>)\u2212H\/N\u2212H cross\u2010coupling with hydrogen evolution. Various <jats:italic>N<\/jats:italic>\u2010methylanilines were explored in this transformation. Moreover, simple amides, heteroatom\u2010containing amides, and succinimides were well tolerated in moderate\u2010to\u2010good yields. In addition, the electrochemical dehydrogenative C(sp<jats:sup>3<\/jats:sup>)\u2212H\/N\u2212H cross\u2010coupling could be scaled up to 5\u2005mmol. By using triethyl phosphite as trapping agent, the phosphorylation product was detected. At the same time, kinetic isotope effect experiments showed that the cleavage of the C\u2212H bond is the rate\u2010limiting step.<\/jats:p>","DOI":"10.1002\/cssc.201802676","type":"journal-article","created":{"date-parts":[[2018,12,13]],"date-time":"2018-12-13T06:30:30Z","timestamp":1544682630000},"page":"3073-3077","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":41,"title":["Electrochemical Oxidative C(sp<sup>3<\/sup>)\u2212H\/N\u2212H Cross\u2010Coupling for <i>N<\/i>\u2010Mannich Bases with Hydrogen Evolution"],"prefix":"10.1002","volume":"12","author":[{"given":"Pan","family":"Wang","sequence":"first","affiliation":[{"name":"Institute for Advanced Studies (IAS) College of Chemistry and Molecular Sciences Wuhan University  Wuhan 430072 P.R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Zhenlin","family":"Yang","sequence":"additional","affiliation":[{"name":"Institute for Advanced Studies (IAS) College of Chemistry and Molecular Sciences Wuhan University  Wuhan 430072 P.R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ting","family":"Wu","sequence":"additional","affiliation":[{"name":"Institute for Advanced Studies (IAS) College of Chemistry and Molecular Sciences Wuhan University  Wuhan 430072 P.R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Chenyang","family":"Xu","sequence":"additional","affiliation":[{"name":"Institute for Advanced Studies (IAS) College of Chemistry and Molecular Sciences Wuhan University  Wuhan 430072 P.R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ziwei","family":"Wang","sequence":"additional","affiliation":[{"name":"Institute for Advanced Studies (IAS) College of Chemistry and Molecular Sciences Wuhan University  Wuhan 430072 P.R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8417-3061","authenticated-orcid":false,"given":"Aiwen","family":"Lei","sequence":"additional","affiliation":[{"name":"Institute for Advanced Studies (IAS) College of Chemistry and Molecular Sciences Wuhan University  Wuhan 430072 P.R. China"},{"name":"National Research Center for Carbohydrate Synthesis Jiangxi Normal University  Nanchang 330022 P.R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2019,1,17]]},"reference":[{"key":"e_1_2_2_1_1","unstructured":"\u00a0"},{"key":"e_1_2_2_2_2","doi-asserted-by":"publisher","DOI":"10.1039\/c3cs60228a"},{"key":"e_1_2_2_3_2","doi-asserted-by":"publisher","DOI":"10.1038\/nchembio0606-284"},{"key":"e_1_2_2_4_2","doi-asserted-by":"publisher","DOI":"10.2174\/1385272053765024"},{"key":"e_1_2_2_5_1","unstructured":"\u00a0"},{"key":"e_1_2_2_6_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmc.2016.02.036"},{"key":"e_1_2_2_7_2","doi-asserted-by":"publisher","DOI":"10.3390\/12081720"},{"key":"e_1_2_2_8_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.pharep.2014.08.002"},{"key":"e_1_2_2_9_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0014-827X(99)00075-0"},{"key":"e_1_2_2_10_2","doi-asserted-by":"publisher","DOI":"10.1248\/bpb.24.1149"},{"key":"e_1_2_2_11_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0223-5234(01)01255-7"},{"key":"e_1_2_2_12_2","doi-asserted-by":"publisher","DOI":"10.1039\/C5MD00469A"},{"key":"e_1_2_2_13_1","unstructured":"\u00a0"},{"key":"e_1_2_2_14_2","doi-asserted-by":"publisher","DOI":"10.1002\/jhet.3097"},{"key":"e_1_2_2_15_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.pharep.2016.04.018"},{"key":"e_1_2_2_16_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2008.03.043"},{"key":"e_1_2_2_17_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmc.2010.06.064"},{"key":"e_1_2_2_18_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmcl.2017.02.002"},{"key":"e_1_2_2_19_2","doi-asserted-by":"publisher","DOI":"10.14233\/ajchem.2014.15316"},{"key":"e_1_2_2_20_1","unstructured":"\u00a0"},{"key":"e_1_2_2_21_2","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.6b00293"},{"key":"e_1_2_2_22_2","doi-asserted-by":"publisher","DOI":"10.1039\/C3CS60318K"},{"key":"e_1_2_2_23_2","doi-asserted-by":"publisher","DOI":"10.1038\/ncomms14226"},{"key":"e_1_2_2_24_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.accounts.5b00020"},{"key":"e_1_2_2_25_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar9600650"},{"key":"e_1_2_2_26_1","unstructured":"\u00a0"},{"key":"e_1_2_2_27_2","doi-asserted-by":"publisher","DOI":"10.1021\/om300840z"},{"key":"e_1_2_2_28_2","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.7b03551"},{"key":"e_1_2_2_29_1","unstructured":"\u00a0"},{"key":"e_1_2_2_30_2","doi-asserted-by":"publisher","DOI":"10.1246\/cl.150848"},{"key":"e_1_2_2_31_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201108351"},{"key":"e_1_2_2_31_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201108351"},{"key":"e_1_2_2_32_2","doi-asserted-by":"publisher","DOI":"10.1039\/c2ob26430g"},{"key":"e_1_2_2_33_2","doi-asserted-by":"publisher","DOI":"10.1039\/C8QO00794B"},{"key":"e_1_2_2_34_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo800624m"},{"key":"e_1_2_2_35_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.8b00203"},{"key":"e_1_2_2_36_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol062514u"},{"key":"e_1_2_2_37_2","doi-asserted-by":"publisher","DOI":"10.1039\/C5CC00839E"},{"key":"e_1_2_2_38_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja411912p"},{"key":"e_1_2_2_39_2","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.6b01818"},{"key":"e_1_2_2_40_2","doi-asserted-by":"publisher","DOI":"10.1038\/ncomms7462"},{"key":"e_1_2_2_41_2","doi-asserted-by":"publisher","DOI":"10.1039\/C7QO01003F"},{"key":"e_1_2_2_42_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol701715m"},{"key":"e_1_2_2_43_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2016.07.098"},{"key":"e_1_2_2_44_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.7b00125"},{"key":"e_1_2_2_45_1","unstructured":"\u00a0"},{"key":"e_1_2_2_46_2","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.200600389"},{"key":"e_1_2_2_47_2","doi-asserted-by":"publisher","DOI":"10.1021\/acscentsci.6b00091"},{"key":"e_1_2_2_48_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr068072h"},{"key":"e_1_2_2_49_2","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.8b01697"},{"key":"e_1_2_2_50_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.7b00656"},{"key":"e_1_2_2_51_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.7b00763"},{"key":"e_1_2_2_52_2","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.8b01682"},{"key":"e_1_2_2_53_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.chempr.2017.10.001"},{"key":"e_1_2_2_54_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201700012"},{"key":"e_1_2_2_54_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201700012"},{"key":"e_1_2_2_55_2","doi-asserted-by":"publisher","DOI":"10.1039\/C7GC00468K"},{"key":"e_1_2_2_56_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.7b00475"},{"key":"e_1_2_2_57_1","unstructured":"\u00a0"},{"key":"e_1_2_2_58_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.7b13049"},{"key":"e_1_2_2_59_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201602616"},{"key":"e_1_2_2_59_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201602616"},{"key":"e_1_2_2_60_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201801106"},{"key":"e_1_2_2_60_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201801106"},{"key":"e_1_2_2_61_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201802206"},{"key":"e_1_2_2_61_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201802206"},{"key":"e_1_2_2_62_2","doi-asserted-by":"publisher","DOI":"10.1038\/s41467-018-03246-4"},{"key":"e_1_2_2_63_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.8b07380"},{"key":"e_1_2_2_64_2","doi-asserted-by":"publisher","DOI":"10.1039\/C7CS00572E"},{"key":"e_1_2_2_65_1","unstructured":"\u00a0"},{"key":"e_1_2_2_66_2","doi-asserted-by":"publisher","DOI":"10.1039\/C8GC01411F"},{"key":"e_1_2_2_67_2","doi-asserted-by":"publisher","DOI":"10.1038\/nature17431"},{"key":"e_1_2_2_68_2","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.8b02847"},{"key":"e_1_2_2_69_2","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.201701536"},{"key":"e_1_2_2_70_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.8b00981"},{"key":"e_1_2_2_71_1","unstructured":"\u00a0"},{"key":"e_1_2_2_72_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4020(01)97192-3"},{"key":"e_1_2_2_73_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja984460s"}],"container-title":["ChemSusChem"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.wiley.com\/onlinelibrary\/tdm\/v1\/articles\/10.1002%2Fcssc.201802676","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/cssc.201802676","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/cssc.201802676","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/cssc.201802676","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,13]],"date-time":"2025-10-13T17:28:56Z","timestamp":1760376536000},"score":1,"resource":{"primary":{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/10.1002\/cssc.201802676"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2019,1,17]]},"references-count":78,"journal-issue":{"issue":"13","published-print":{"date-parts":[[2019,7,5]]}},"alternative-id":["10.1002\/cssc.201802676"],"URL":"https:\/\/doi.org\/10.1002\/cssc.201802676","archive":["Portico"],"relation":{},"ISSN":["1864-5631","1864-564X"],"issn-type":[{"value":"1864-5631","type":"print"},{"value":"1864-564X","type":"electronic"}],"subject":[],"published":{"date-parts":[[2019,1,17]]},"assertion":[{"value":"2018-11-19","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2019-01-17","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}]}}