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Allyloxy\u2010substituted DAS derivatives were strategically designed and synthesized to explore their reactivity under metal catalysis. The transformation is proposed to proceed via oxonium ylide intermediate, followed by [1,2]\u2010 and [1,4]\u2010shifts, leading to the chromene framework. This strategy was further extended to <jats:sub>thioallyl\u2010substituted DASs<\/jats:sub> to access thiochromenes under mild reaction conditions. For the first time, intramolecular rearrangement has been explored on DAS derivatives to synthesize bioactive chromene and thiochromene scaffolds.<\/jats:p>","DOI":"10.1002\/asia.202500702","type":"journal-article","created":{"date-parts":[[2025,8,27]],"date-time":"2025-08-27T09:56:12Z","timestamp":1756288572000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":1,"title":["Oxonium\/Sulfonium Ylide Rearrangements to Access Chromenes and Thiochromenes: Concerted or Stepwise Pathway?"],"prefix":"10.1002","volume":"20","author":[{"given":"Kajal B.","family":"Meher","sequence":"first","affiliation":[{"name":"Department of Chemistry Indian Institute of Science Education and Research (IISER) Pune Dr. Homi Bhabha Road, Pashan Pune Maharashtra 411008 India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Onkar S.","family":"Bankar","sequence":"additional","affiliation":[{"name":"Department of Chemistry Indian Institute of Science Education and Research (IISER) Pune Dr. Homi Bhabha Road, Pashan Pune Maharashtra 411008 India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Hrishik","family":"Mukherjee","sequence":"additional","affiliation":[{"name":"Department of Chemistry Indian Institute of Science Education and Research (IISER) Pune Dr. Homi Bhabha Road, Pashan Pune Maharashtra 411008 India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7739-9553","authenticated-orcid":false,"given":"Ramakrishna G.","family":"Bhat","sequence":"additional","affiliation":[{"name":"Department of Chemistry Indian Institute of Science Education and Research (IISER) Pune Dr. Homi Bhabha Road, Pashan Pune Maharashtra 411008 India"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2025,8,27]]},"reference":[{"key":"e_1_2_8_1_1","doi-asserted-by":"publisher","DOI":"10.1021\/np500418n"},{"key":"e_1_2_8_1_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2016.07.057"},{"key":"e_1_2_8_1_3","doi-asserted-by":"publisher","DOI":"10.1016\/j.bioorg.2021.105475"},{"key":"e_1_2_8_1_4","doi-asserted-by":"publisher","DOI":"10.1002\/slct.202400565"},{"key":"e_1_2_8_2_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2012.10.044"},{"key":"e_1_2_8_2_2","doi-asserted-by":"publisher","DOI":"10.1039\/D4OB00690A"},{"key":"e_1_2_8_3_1","doi-asserted-by":"publisher","DOI":"10.1159\/000077236"},{"key":"e_1_2_8_3_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol0701621"},{"key":"e_1_2_8_3_3","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.201101702"},{"key":"e_1_2_8_3_4","doi-asserted-by":"publisher","DOI":"10.1021\/jo201144t"},{"key":"e_1_2_8_4_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2022.154135"},{"key":"e_1_2_8_4_2","doi-asserted-by":"publisher","DOI":"10.1142\/q0261"},{"key":"e_1_2_8_4_3","doi-asserted-by":"publisher","DOI":"10.1021\/cr900239n"},{"key":"e_1_2_8_4_4","volume-title":"Metal Carbenes in Organic Synthesis","author":"Dorwald F. 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