{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,6]],"date-time":"2026-07-06T12:26:26Z","timestamp":1783340786275,"version":"3.54.6"},"reference-count":33,"publisher":"Wiley","issue":"5","license":[{"start":{"date-parts":[[2024,11,13]],"date-time":"2024-11-13T00:00:00Z","timestamp":1731456000000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":["aces.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chemistry \u0097 An Asian Journal"],"published-print":{"date-parts":[[2025,3,3]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>\n                    <jats:italic>N<\/jats:italic>\n                    ,\n                    <jats:italic>N<\/jats:italic>\n                    \u2010didodecylammonium\n                    <jats:italic>N<\/jats:italic>\n                    ,\n                    <jats:italic>N<\/jats:italic>\n                    \u2010didodecyldithiocarbamate (\n                    <jats:bold>\n                      AmDTC\u2010C\n                      <jats:sub>12<\/jats:sub>\n                      C\n                      <jats:sub>12<\/jats:sub>\n                    <\/jats:bold>\n                    ) underwent self\u2010assembly to form a CatAnionic vesicular nanoreactor in water.\n                    <jats:bold>\n                      AmDTC\u2010C\n                      <jats:sub>12<\/jats:sub>\n                      C\n                      <jats:sub>12<\/jats:sub>\n                    <\/jats:bold>\n                    can be readily prepared by condensation between\n                    <jats:italic>N<\/jats:italic>\n                    ,\n                    <jats:italic>N<\/jats:italic>\n                    \u2010didodecylamine and carbon disulfide. Previously, the cascade Michael addition\/hemiketalization\/retro\u2010Claisen fragmentation was reported, but it required petroleum\u2010based organic solvents as reaction media. Herein, the application of\n                    <jats:bold>\n                      AmDTC\u2010C\n                      <jats:sub>12<\/jats:sub>\n                      C\n                      <jats:sub>12<\/jats:sub>\n                    <\/jats:bold>\n                    in aqueous cascade synthesis is investigated. Initially, we explored the catalytic activity of\n                    <jats:bold>\n                      AmDTC\u2010C\n                      <jats:sub>12<\/jats:sub>\n                      C\n                      <jats:sub>12<\/jats:sub>\n                    <\/jats:bold>\n                    (10\u2005mol\u2009%) in the synthesis of 4\n                    <jats:italic>H<\/jats:italic>\n                    \u2010chromene through a double\u2010cascade Michael addition\/hemiketalization. The reaction occurred in water at room temperature using 2\u2010hydroxy\u2010\n                    <jats:italic>trans<\/jats:italic>\n                    \u2010\u03b2\u2010nitrostyrene as Michael acceptor and acetylacetone as Michael donor, yielding 2\u2010chromanol intermediates. Subsequent acidic dehydration of 2\u2010chromanols produced 4\n                    <jats:italic>H<\/jats:italic>\n                    \u2010chromenes with moderate yields (34\u201360\u2009%) and phenyl acetates of \u03b3\u2010nitro ketone as co\u2010products (13\u201331\u2009%), deriving from retro\u2010Claisen fragmentation. Surprisingly, using Michael donors with aromatic moieties on the 1,3\u2010dicarbonyls resulted in spontaneous triple\u2010cascade Michael addition\/hemiketalization\/retro\u2010Claisen fragmentation in water without the need for acidic dehydration. The \u03b3\u2010nitro ketones were obtained as sole products, with no detection of 4\n                    <jats:italic>H<\/jats:italic>\n                    \u2010chromenes, in moderate to high yields (24\u201384\u2009%) for symmetrical 1,3\u2010dicarbonyl containing two aromatic groups. Unsymmetrical 1,3\u2010dicarbonyl bearing aromatic\/aliphatic or aromatic\/aromatic groups afforded \u03b3\u2010nitro ketones in favorable yields (73\u201397\u2009%).\n                  <\/jats:p>","DOI":"10.1002\/asia.202400853","type":"journal-article","created":{"date-parts":[[2024,10,4]],"date-time":"2024-10-04T05:36:04Z","timestamp":1728020164000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":2,"title":["Cascade Synthesis in Water: Michael Addition\/Hemiketalization\/Retro\u2010Claisen Fragmentation Catalyzed by CatAnionic Vesicular Nanoreactor from Dithiocarbamate"],"prefix":"10.1002","volume":"20","author":[{"given":"Ayodele J.","family":"Atibioke","sequence":"first","affiliation":[{"name":"Green Chemistry for Fine Chemical Production and Environmental Remediation Research Unit Department of Chemistry Faculty of Science Chulalongkorn University  Phayathai Road Pathumwan, Bangkok 10330 Thailand"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Panassilp","family":"Authai","sequence":"additional","affiliation":[{"name":"Green Chemistry for Fine Chemical Production and Environmental Remediation Research Unit Department of Chemistry Faculty of Science Chulalongkorn University  Phayathai Road Pathumwan, Bangkok 10330 Thailand"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Tirayut","family":"Vilaivan","sequence":"additional","affiliation":[{"name":"Organic Synthesis Research Unit Department of Chemistry Faculty of Science Chulalongkorn University  Phayathai Road Pathumwan, Bangkok 10330 Thailand"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-2551-5110","authenticated-orcid":false,"given":"Panuwat","family":"Padungros","sequence":"additional","affiliation":[{"name":"Green Chemistry for Fine Chemical Production and Environmental Remediation Research Unit Department of Chemistry Faculty of Science Chulalongkorn University  Phayathai Road Pathumwan, Bangkok 10330 Thailand"},{"name":"Center of Excellence on Petrochemical and Materials Technology Chulalongkorn University  Bangkok 10330 Thailand"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2024,11,13]]},"reference":[{"key":"e_1_2_8_1_1","doi-asserted-by":"publisher","DOI":"10.1126\/science.1070821"},{"key":"e_1_2_8_2_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.1c02539"},{"key":"e_1_2_8_3_1","doi-asserted-by":"publisher","DOI":"10.1039\/D0OB02246B"},{"key":"e_1_2_8_4_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr0300688"},{"key":"e_1_2_8_5_1","doi-asserted-by":"publisher","DOI":"10.1038\/nchem.539"},{"key":"e_1_2_8_6_1","doi-asserted-by":"publisher","DOI":"10.1039\/C5SC02913A"},{"key":"e_1_2_8_7_1","doi-asserted-by":"publisher","DOI":"10.1039\/D2OB00452F"},{"key":"e_1_2_8_8_1","doi-asserted-by":"publisher","DOI":"10.1055\/s-0031-1289683"},{"key":"e_1_2_8_9_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0014-827X(00)00008-2"},{"key":"e_1_2_8_10_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.7b01177"},{"key":"e_1_2_8_11_1","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.201300552"},{"key":"e_1_2_8_12_1","doi-asserted-by":"publisher","DOI":"10.1039\/c0ob00189a"},{"key":"e_1_2_8_13_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.5b03148"},{"key":"e_1_2_8_14_1","doi-asserted-by":"publisher","DOI":"10.1002\/tcr.201800047"},{"key":"e_1_2_8_15_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2019.03.021"},{"key":"e_1_2_8_16_1","doi-asserted-by":"publisher","DOI":"10.1039\/D3OB00015J"},{"key":"e_1_2_8_17_1","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.201900069"},{"key":"e_1_2_8_18_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.3c02512"},{"key":"e_1_2_8_19_1","doi-asserted-by":"publisher","DOI":"10.1002\/cjoc.201400836"},{"key":"e_1_2_8_20_1","author":"Authai 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