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By leveraging the unique reactivity of both components, including the multisite reactivity of \u03b1-enolic dithioesters and the versatile reaction potential of oxindole-based MBH derivatives, the reaction proceeds via an initial [2 + 3] annulation to afford polysubstituted thiophene scaffolds tethered with an oxindole motif. This common annulation intermediate undergoes branching transformations under tailored reaction conditions: lactam-enolization-mediated trapping delivers hydrothiophene-tethered indoles, whereas base-promoted skeletal rearrangement furnishes two classes of spirooxindole derivatives spirofused with cyclopentadienes or thiopyrans.<\/jats:p>","DOI":"10.1021\/acs.joc.6c01172","type":"journal-article","created":{"date-parts":[[2026,10,1]],"date-time":"2026-10-01T01:01:28Z","timestamp":1790816488000},"page":"13609-13621","source":"Crossref","is-referenced-by-count":0,"title":["Chemodivergent Synthesis\nof Indole Derivatives: [2\n+ 3]-Annulation of Oxindole-Derived MBH Carbonates with \u03b1-Enolic\nDithioesters and Subsequent Branching Transformations"],"prefix":"10.1021","volume":"91","author":[{"given":"Yun","family":"Luo","sequence":"first","affiliation":[{"name":"Zunyi Medical University , , ,","place":["Zunyi, China, 563000"]},{"name":"Shenzhen Polytechnic University , , ,","place":["Shenzhen, China, 518000"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-5302-1599","authenticated-orcid":true,"given":"Sifeng","family":"Li","sequence":"additional","affiliation":[{"name":"Shenzhen Polytechnic University , , ,","place":["Shenzhen, China, 518000"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Peng","family":"Li","sequence":"additional","affiliation":[{"name":"Shenzhen Polytechnic University , , ,","place":["Shenzhen, China, 518000"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8276-6653","authenticated-orcid":true,"given":"Bin","family":"Cheng","sequence":"additional","affiliation":[{"name":"Shenzhen Polytechnic University , , ,","place":["Shenzhen, China, 518000"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yixuan","family":"He","sequence":"additional","affiliation":[{"name":"Shenzhen Polytechnic University , , ,","place":["Shenzhen, China, 518000"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Si","family":"Zhao","sequence":"additional","affiliation":[{"name":"Zunyi Medical University , , ,","place":["Zunyi, China, 563000"]},{"name":"Shenzhen Polytechnic University , , ,","place":["Shenzhen, China, 518000"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ying","family":"Zhang","sequence":"additional","affiliation":[{"name":"Shenzhen Polytechnic University , , ,","place":["Shenzhen, China, 518000"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ping","family":"Wu","sequence":"additional","affiliation":[{"name":"Dezhou College , , ,","place":["Dezhou, China, 253023"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Taimin","family":"Wang","sequence":"additional","affiliation":[{"name":"Shenzhen Polytechnic University , , ,","place":["Shenzhen, China, 518000"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9507-8238","authenticated-orcid":true,"given":"Peijun","family":"Liu","sequence":"additional","affiliation":[{"name":"Zunyi Medical University , , ,","place":["Zunyi, China, 563000"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2026,9,30]]},"reference":[{"key":"2026101608073488200_cit1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200390266","article-title":"A Catalytic Carbon-Phosphorus Ylide Reaction: Phosphane-Catalyzed\nAnnulation of Allylic Compounds with Electron-Deficient Alkenes","volume":"42","author":"Du","year":"2003","journal-title":"Angew. 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