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In this reaction, TMG served simultaneously as an organic base and a structural unit precursor, which react in situ with a cyanating reagent to generate a new type of nucleophilic intermediate, followed by condensation and cyclization with ketones. This protocol features readily available starting materials, simple operation and broad substrate scope.<\/jats:p>","DOI":"10.1021\/acs.joc.6c00910","type":"journal-article","created":{"date-parts":[[2026,8,13]],"date-time":"2026-08-13T06:01:55Z","timestamp":1786600915000},"page":"11686-11697","source":"Crossref","is-referenced-by-count":0,"title":["The Bifunctionality\nof Tetramethylguanidine Enables\nthe Synthesis of Poly Substituted Imidazolinones from Ketones"],"prefix":"10.1021","volume":"91","author":[{"given":"Xuebin","family":"Sun","sequence":"first","affiliation":[{"name":"Harbin University of Science and Technology , , ,","place":["Harbin, China, 150080"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0009-0003-8497-3482","authenticated-orcid":true,"given":"Wenju","family":"Wu","sequence":"additional","affiliation":[{"name":"Harbin University of Science and Technology , , ,","place":["Harbin, China, 150080"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Baocheng","family":"Wang","sequence":"additional","affiliation":[{"name":"Harbin University of Science and Technology , , ,","place":["Harbin, China, 150080"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yiling","family":"Chen","sequence":"additional","affiliation":[{"name":"Harbin University of Science and Technology , , ,","place":["Harbin, China, 150080"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yanchao","family":"Yu","sequence":"additional","affiliation":[{"name":"Harbin University of Science and Technology , , ,","place":["Harbin, China, 150080"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yifang","family":"Liang","sequence":"additional","affiliation":[{"name":"Harbin University of Science and Technology , , ,","place":["Harbin, China, 150080"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jun","family":"You","sequence":"additional","affiliation":[{"name":"Harbin University of Science and Technology , , ,","place":["Harbin, China, 150080"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2026,8,13]]},"reference":[{"key":"2026090200063928600_cit1a","doi-asserted-by":"publisher","first-page":"3640","DOI":"10.1038\/s41596-024-01031-w","article-title":"Synthesis of N-Heterocycles\nthrough Alcohol Dehydrogenative Coupling","volume":"19","author":"Paul","year":"2024","journal-title":"Nat.\nProtoc."},{"key":"2026090200063928600_cit1b","doi-asserted-by":"publisher","first-page":"4617","DOI":"10.3390\/molecules26154617","article-title":"Nitrogen-Containing\nHeterocycles as Significant Molecular Scaffolds for Medicinal and\nOther Applications","volume":"26","author":"Frank","year":"2021","journal-title":"Molecules"},{"key":"2026090200063928600_cit1c","doi-asserted-by":"publisher","first-page":"2326","DOI":"10.1021\/acs.accounts.2c00358","article-title":"Achmatowicz Rearrangement-Inspired\nDevelopment of Green Chemistry, Organic Methodology, and Total Synthesis\nof Natural Products","volume":"55","author":"Liang","year":"2022","journal-title":"Acc. 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