{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,2]],"date-time":"2026-09-02T05:18:59Z","timestamp":1788326339160,"version":"build-2803163510"},"reference-count":41,"publisher":"American Chemical Society (ACS)","issue":"34","license":[{"start":{"date-parts":[[2026,8,18]],"date-time":"2026-08-18T00:00:00Z","timestamp":1787011200000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-029"},{"start":{"date-parts":[[2026,8,18]],"date-time":"2026-08-18T00:00:00Z","timestamp":1787011200000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-037"},{"start":{"date-parts":[[2026,8,18]],"date-time":"2026-08-18T00:00:00Z","timestamp":1787011200000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-045"}],"funder":[{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["82060599"],"award-info":[{"award-number":["82060599"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["82360647"],"award-info":[{"award-number":["82360647"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100004479","name":"Natural Science Foundation of Jiangxi Province","doi-asserted-by":"publisher","award":["20232BAB216101"],"award-info":[{"award-number":["20232BAB216101"]}],"id":[{"id":"10.13039\/501100004479","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100004479","name":"Natural Science Foundation of Jiangxi Province","doi-asserted-by":"publisher","award":["20242BAB22006"],"award-info":[{"award-number":["20242BAB22006"]}],"id":[{"id":"10.13039\/501100004479","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100004479","name":"Natural Science Foundation of Jiangxi Province","doi-asserted-by":"publisher","award":["20262BAC200174"],"award-info":[{"award-number":["20262BAC200174"]}],"id":[{"id":"10.13039\/501100004479","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100020784","name":"Gannan Medical University","doi-asserted-by":"publisher","award":["QD202550"],"award-info":[{"award-number":["QD202550"]}],"id":[{"id":"10.13039\/501100020784","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/na","name":"Talent Project of Jiangxi Province","doi-asserted-by":"publisher","award":["JXSQ2023201090"],"award-info":[{"award-number":["JXSQ2023201090"]}],"id":[{"id":"10.13039\/na","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/na","name":"Talent Project of Jiangxi Province","doi-asserted-by":"publisher","award":["QNJG2020079"],"award-info":[{"award-number":["QNJG2020079"]}],"id":[{"id":"10.13039\/na","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":[],"published-print":{"date-parts":[[2026,8,28]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>Aryl thianthrenium salt-mediated late-stage C\u2013H carbonylation exhibits unique advantages in the site-selective modification of complex molecules. Herein, we disclose a palladium-catalyzed carbonylative esterification of aryl thianthrenium salts, in which commercially available potassium bromodifluoroacetate (BrCF2CO2K) is utilized as a safe and efficient CO surrogate. Carbon monoxide can be conveniently generated in situ via the reaction of the Pd(II)-difluorocarbene intermediate with water. This protocol features mild reaction conditions, low-cost and easily accessible raw materials, and high operational safety. It also possesses excellent functional group tolerance, thus serving as a practical strategy for the synthesis of high-value aromatic esters.<\/jats:p>","DOI":"10.1021\/acs.orglett.6c02217","type":"journal-article","created":{"date-parts":[[2026,8,18]],"date-time":"2026-08-18T15:12:16Z","timestamp":1787065936000},"page":"10659-10664","source":"Crossref","is-referenced-by-count":0,"title":["Palladium-Catalyzed\nDifluorocarbene Transfer Enables\nCarbonylative Esterification of Aryl Thianthrenium Salts"],"prefix":"10.1021","volume":"28","author":[{"ORCID":"https:\/\/orcid.org\/0009-0007-0337-295X","authenticated-orcid":true,"given":"Shibiao","family":"Tang","sequence":"first","affiliation":[{"name":"Gannan Medical University , , ,","place":["Ganzhou, P. R. China, 341000"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yang","family":"Yang","sequence":"additional","affiliation":[{"name":"Gannan Medical University , , ,","place":["Ganzhou, P. R. China, 341000"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Suping","family":"Zhang","sequence":"additional","affiliation":[{"name":"Gannan Medical University , , ,","place":["Ganzhou, P. R. China, 341000"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-6558-0662","authenticated-orcid":true,"given":"Gaorong","family":"Wu","sequence":"additional","affiliation":[{"name":"Gannan Medical University , , ,","place":["Ganzhou, P. R. China, 341000"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Shunli","family":"Xiao","sequence":"additional","affiliation":[{"name":"Hunan University of Medicine , , ,","place":["Huaihua, P. R. China, 418000"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3343-3393","authenticated-orcid":true,"given":"Qitong","family":"Huang","sequence":"additional","affiliation":[{"name":"Gannan Medical University , , ,","place":["Ganzhou, P. R. China, 341000"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2026,8,18]]},"reference":[{"key":"2026090200171501600_cit1a","doi-asserted-by":"publisher","first-page":"174","DOI":"10.1039\/C8NP00033F","article-title":"Natural product\nsyntheses via carbonylative cyclizations","volume":"36","author":"Ma","year":"2019","journal-title":"Nat.\nProd. Rep."},{"key":"2026090200171501600_cit1b","doi-asserted-by":"publisher","first-page":"1036","DOI":"10.1021\/acs.accounts.5c00039","article-title":"Single-Electron-Transfer-Mediated\nCarbonylation Reactions","volume":"58","author":"Wang","year":"2025","journal-title":"Acc. Chem. Res."},{"key":"2026090200171501600_cit1c","doi-asserted-by":"publisher","first-page":"500","DOI":"10.1021\/acs.chemrev.5c00664","article-title":"Recent Advances in Single-Electron-Transfer-Mediated\nCarbonylation","volume":"126","author":"Wang","year":"2026","journal-title":"Chem. Rev."},{"key":"2026090200171501600_cit1d","doi-asserted-by":"publisher","first-page":"4925","DOI":"10.1021\/acs.joc.2c02746","article-title":"Palladium-Catalyzed Carbonylations:\nApplication in Complex Natural Product Total Synthesis and Recent\nDevelopments","volume":"88","author":"Sims","year":"2023","journal-title":"J. Org. Chem."},{"key":"2026090200171501600_cit1e","doi-asserted-by":"publisher","first-page":"19580","DOI":"10.1021\/acscatal.5c07031","article-title":"Carbonylation: Unlocking\nOpportunities for Bioactive Molecule and Pharmaceutical Development","volume":"15","author":"Bao","year":"2025","journal-title":"ACS Catal."},{"key":"2026090200171501600_cit2a","doi-asserted-by":"publisher","first-page":"1187","DOI":"10.1038\/s44160-025-00878-5","article-title":"Applications of thianthrene\nchemistry\nin organic synthesis","volume":"4","author":"Bai","year":"2025","journal-title":"Nat. Synth."},{"key":"2026090200171501600_cit2b","doi-asserted-by":"publisher","first-page":"6617","DOI":"10.1021\/acs.joc.5c00194","article-title":"Photoactivation of\nThianthrenium Salts: An Electron-Donor\u2013Acceptor (EDA)-Complex\nApproach","volume":"90","author":"Patel","year":"2025","journal-title":"J. Org. Chem."},{"key":"2026090200171501600_cit2c","doi-asserted-by":"publisher","first-page":"339","DOI":"10.1055\/s-0040-1706034","article-title":"Site-Selective Late-Stage C\u2013H\nFunctionalization via Thianthrenium Salts","volume":"33","author":"Berger","year":"2022","journal-title":"Synlett"},{"key":"2026090200171501600_cit2d","doi-asserted-by":"publisher","first-page":"915","DOI":"10.1021\/acs.accounts.5c00863","article-title":"Thianthrenium Salts in Photochemistry","volume":"59","author":"Bai","year":"2026","journal-title":"Acc. Chem. Res."},{"key":"2026090200171501600_cit2e","doi-asserted-by":"publisher","first-page":"223","DOI":"10.1038\/s41586-019-0982-0","article-title":"Site-selective and versatile aromatic\nC\u2013H functionalization by thianthrenation","volume":"567","author":"Berger","year":"2019","journal-title":"Nature"},{"key":"2026090200171501600_cit2f","doi-asserted-by":"publisher","first-page":"1424","DOI":"10.1039\/D5QO01417D","article-title":"Radical reactivity\nof aryl thianthrenium salts","volume":"13","author":"Pohorenec","year":"2026","journal-title":"Org. Chem. Front."},{"key":"2026090200171501600_cit3a","doi-asserted-by":"publisher","first-page":"1958","DOI":"10.1021\/acscatal.5c08995","article-title":"Photoinduced\nCopper-Catalyzed Carbonylation of Arylthianthrenium Salts with Aryl\nBoronates toward Ketones","volume":"16","author":"Zhang","year":"2026","journal-title":"ACS Catal."},{"key":"2026090200171501600_cit3b","doi-asserted-by":"publisher","first-page":"2162","DOI":"10.1021\/acs.orglett.3c00792","article-title":"Palladium-Catalyzed Carbonylative\nSynthesis of Diaryl Ketones from Arenes and Arylboronic Acids through\nC(sp2)\u2013H Thianthrenation","volume":"25","author":"Zhang","year":"2023","journal-title":"Org. Lett."},{"key":"2026090200171501600_cit3c","doi-asserted-by":"publisher","first-page":"7637","DOI":"10.1039\/D3SC02402D","article-title":"Site-selective carbonylation of arenes\nvia C(sp2)-H thianthrenation: direct access to 1,2-diarylethanones","volume":"14","author":"Zhang","year":"2023","journal-title":"Chem. Sci."},{"key":"2026090200171501600_cit3d","doi-asserted-by":"publisher","first-page":"11686","DOI":"10.1039\/D4GC04502E","article-title":"Controllable tertiary\namine-promoted photoactivation metal-free carbonylation of aryl sulfonium\nsalts to aryl carboxylic acid derivatives","volume":"26","author":"Zhang","year":"2024","journal-title":"Green\nChem."},{"key":"2026090200171501600_cit3e","doi-asserted-by":"publisher","first-page":"115454","DOI":"10.1016\/j.jcat.2024.115454","article-title":"Site-selective carbonylation of arenes\nvia C(sp2)-H thianthrenation: Palladium-catalyzed direct\naccess to \u03b1,\u03b2-unsaturated ketones","volume":"432","author":"Zhang","year":"2024","journal-title":"J. Catal."},{"key":"2026090200171501600_cit4","doi-asserted-by":"publisher","first-page":"4915","DOI":"10.1021\/acs.orglett.5c01203","article-title":"Nickel-Catalyzed Gas-Free Reductive Carbonylation of\nAryl Thianthrenium Salts to Access Aryl Amides and Aryl Thioesters","volume":"27","author":"Chen","year":"2025","journal-title":"Org. Lett."},{"key":"2026090200171501600_cit5a","doi-asserted-by":"publisher","first-page":"7194","DOI":"10.1021\/acs.orglett.5c02130","article-title":"Iron-Catalyzed Reductive Carboxylation of Arenes with\nCO2 via Thianthrenium Salts","volume":"27","author":"Tang","year":"2025","journal-title":"Org.\nLett."},{"key":"2026090200171501600_cit5b","doi-asserted-by":"publisher","first-page":"10923","DOI":"10.1021\/acs.orglett.5c03380","article-title":"1,3,5-Triazine-Mediated\nElectrochemical Carboxylation of Aryl Thianthrenium Salts with CO2","volume":"27","author":"Yuan","year":"2025","journal-title":"Org. Lett."},{"key":"2026090200171501600_cit5c","doi-asserted-by":"publisher","DOI":"10.1002\/ajoc.202400142","article-title":"Palladium-Catalyzed\nCarbonylation of Aryl Sulfonium Salts with CO2 as a CO\nSurrogate","volume":"13","author":"Guo","year":"2024","journal-title":"Asian J. Org. Chem."},{"key":"2026090200171501600_cit5d","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202212975","article-title":"Copper-Catalyzed Carboxylation of Aryl Thianthrenium Salts with CO2","volume":"61","author":"Tang","year":"2022","journal-title":"Angew. Chem. Int. Ed."},{"key":"2026090200171501600_cit6","doi-asserted-by":"publisher","first-page":"4268","DOI":"10.1021\/jacs.4c14391","article-title":"Standardized Approach\nfor Diversification of Complex Small Molecules via Aryl Thianthrenium\nSalts","volume":"147","author":"Ahmadli","year":"2025","journal-title":"J. Am. Chem. Soc."},{"key":"2026090200171501600_cit7","doi-asserted-by":"publisher","first-page":"6031","DOI":"10.1021\/acs.orglett.2c02330","article-title":"Palladium-Catalyzed\nSynthesis of Esters from Arenes through C\u2013H Thianthrenation","volume":"24","author":"Wang","year":"2022","journal-title":"Org. Lett."},{"key":"2026090200171501600_cit8a","doi-asserted-by":"publisher","first-page":"4891","DOI":"10.1021\/acs.joc.3c00626","article-title":"Achievements\nin\nC1 Chemistry for Organic Synthesis","volume":"88","author":"Wu","year":"2023","journal-title":"J. Org.\nChem."},{"key":"2026090200171501600_cit8b","doi-asserted-by":"publisher","first-page":"19580","DOI":"10.1021\/acscatal.5c07031","article-title":"Carbonylation:\nUnlocking Opportunities for Bioactive Molecule and Pharmaceutical\nDevelopment","volume":"15","author":"Bao","year":"2025","journal-title":"ACS Catal."},{"key":"2026090200171501600_cit8c","doi-asserted-by":"publisher","first-page":"1587","DOI":"10.1039\/D3QO00158J","article-title":"Abundant metal-catalyzed carbonylation\nof alkyl bromides and alkyl chlorides","volume":"10","author":"Gu","year":"2023","journal-title":"Org.\nChem. Front."},{"key":"2026090200171501600_cit8d","doi-asserted-by":"publisher","first-page":"1036","DOI":"10.1021\/acs.accounts.5c00039","article-title":"Single-Electron-Transfer-Mediated\nCarbonylation Reactions","volume":"58","author":"Wang","year":"2025","journal-title":"Acc. Chem. Res."},{"key":"2026090200171501600_cit9","doi-asserted-by":"publisher","first-page":"948","DOI":"10.1038\/s41557-019-0331-9","article-title":"Controllable\ncatalytic difluorocarbene transfer enables access to diversified fluoroalkylated\narenes","volume":"11","author":"Fu","year":"2019","journal-title":"Nat. Chem."},{"key":"2026090200171501600_cit10a","doi-asserted-by":"publisher","first-page":"2543","DOI":"10.1021\/acs.orglett.1c00467","article-title":"Pd-Catalyzed Assembly of Fluoren-9-ones by Merging of C\u2013H\nActivation and Difluorocarbene Transfer","volume":"23","author":"Liu","year":"2021","journal-title":"Org.\nLett."},{"key":"2026090200171501600_cit10b","doi-asserted-by":"publisher","first-page":"1178","DOI":"10.1021\/acs.orglett.3c00150","article-title":"Difluorocarbene-Enabled\nSynthesis of 3-Alkenyl-2-oxindoles from ortho-Aminophenylacetylenes","volume":"25","author":"Chen","year":"2023","journal-title":"Org. Lett."},{"key":"2026090200171501600_cit10c","doi-asserted-by":"publisher","first-page":"1819","DOI":"10.1021\/acscentsci.0c00779","article-title":"Deconstructive Functionalizations\nof Unstrained Carbon\u2013Nitrogen Cleavage Enabled by Difluorocarbene","volume":"6","author":"Su","year":"2020","journal-title":"ACS Cent. Sci."},{"key":"2026090200171501600_cit10d","doi-asserted-by":"publisher","first-page":"4794","DOI":"10.1038\/s41467-024-49054-x","article-title":"Difluorocarbene-induced\n[1,2]- and [2,3]-Stevens rearrangement of tertiary amines","volume":"15","author":"Su","year":"2024","journal-title":"Nat. Commun."},{"key":"2026090200171501600_cit10e","doi-asserted-by":"publisher","first-page":"8510","DOI":"10.1038\/s41467-024-52392-5","article-title":"Palladium-catalyzed\ndifluorocarbene transfer enables access to enantioenriched chiral\nspirooxindoles","volume":"15","author":"Nie","year":"2024","journal-title":"Nat. Commun."},{"key":"2026090200171501600_cit10f","doi-asserted-by":"publisher","first-page":"3004","DOI":"10.1039\/D4QO02405B","article-title":"Palladium-catalyzed difluorocarbene transfer synthesis of diaryl\nketones from iodoarene and arylboronic acid","volume":"12","author":"Tan","year":"2025","journal-title":"Org. Chem. Front."},{"key":"2026090200171501600_cit10g","doi-asserted-by":"publisher","first-page":"7783","DOI":"10.1021\/acs.orglett.4c02274","article-title":"Construction\nof Six-Membered Lactam and Lactone Structures via Ligand-Free Pd-Catalyzed\nC\u2013H Activation\/[5 + 1] Cyclization Carbonylation","volume":"26","author":"Hu","year":"2024","journal-title":"Org. Lett."},{"key":"2026090200171501600_cit10h","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.202400032","article-title":"Pd-Catalyzed Synthesis of Aryl Esters Involving Difluorocarbene Transfer\nCarbonylation","volume":"27","author":"Wang","year":"2024","journal-title":"Eur. J. Org. Chem."},{"key":"2026090200171501600_cit11a","doi-asserted-by":"publisher","first-page":"4986","DOI":"10.1038\/s41467-021-25313-z","article-title":"Difluorocarbene enables to access 2-fluoroindoles from\northo-vinylanilines","volume":"12","author":"Su","year":"2021","journal-title":"Nat. Commun."},{"key":"2026090200171501600_cit11b","doi-asserted-by":"publisher","first-page":"108937","DOI":"10.1016\/j.cclet.2023.108937","article-title":"Efficient capture of difluorocarbene by pyridinium\n1,4-zwitterionic thiolates: A concise synthesis of difluoromethylene-containing\n1,4-thiazine derivatives","volume":"35","author":"Chen","year":"2024","journal-title":"Chin. Chem. Lett."},{"key":"2026090200171501600_cit11c","doi-asserted-by":"publisher","first-page":"2733","DOI":"10.1021\/acs.orglett.3c00968","article-title":"Copper-Catalyzed Radical Addition of Alkynols to Synthesize Difluoroheterocyclic\nCompounds","volume":"25","author":"Ke","year":"2023","journal-title":"Org. Lett."},{"key":"2026090200171501600_cit11d","doi-asserted-by":"publisher","first-page":"7861","DOI":"10.1021\/acs.orglett.2c03399","article-title":"Cu-Catalyzed Three-Component Cascade Synthesis of 1,3-Benzothiazines\nfrom ortho-Aminohydrazones and Bromodifluoroacetamides","volume":"24","author":"Yu","year":"2022","journal-title":"Org. Lett."},{"key":"2026090200171501600_cit12","doi-asserted-by":"publisher","first-page":"1722","DOI":"10.1021\/jacs.3c13044","article-title":"Palladium-Catalyzed\nDifluorocarbene\nTransfer Enabled Divergent Synthesis of \u03b3-Butenolides\nand Ynones from Iodobenzene and Terminal Alkynes","volume":"146","author":"Sheng","year":"2024","journal-title":"J. Am. Chem. Soc."}],"container-title":["Organic Letters"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/acs.orglett.6c02217","content-type":"application\/pdf","content-version":"vor","intended-application":"unspecified"},{"URL":"https:\/\/pubs.acs.org\/orlef7\/article-pdf\/28\/34\/10659\/66812414\/acs.orglett.6c02217.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"syndication"},{"URL":"https:\/\/pubs.acs.org\/orlef7\/article-pdf\/28\/34\/10659\/66812414\/acs.orglett.6c02217.pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,9,2]],"date-time":"2026-09-02T04:26:46Z","timestamp":1788323206000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/orlef7\/article\/28\/34\/10659\/5272955\/Palladium-Catalyzed-Difluorocarbene-Transfer"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026,8,18]]},"references-count":41,"journal-issue":{"issue":"34","published-online":{"date-parts":[[2026,8,18]]},"published-print":{"date-parts":[[2026,8,28]]}},"URL":"https:\/\/doi.org\/10.1021\/acs.orglett.6c02217","relation":{},"ISSN":["1523-7060","1523-7052"],"issn-type":[{"value":"1523-7060","type":"print"},{"value":"1523-7052","type":"electronic"}],"subject":[],"published":{"date-parts":[[2026,8,18]]}}}