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oai:figshare.com:article/34031539 2026-09-30T11:08:57Z category_1 category_4 category_7 category_8 category_19 category_21 category_272 category_873 category_39 category_734 category_62 portal_63 item_type_6 month_year_09_2026

A Room-Temperature Synthesis of 3‑Methylidene-2,3-dihydro-4-quinolones from o‑Aniliopropargy Alcohols and Aldehydes Min Zhou (173135) Haojie Pang (25143361) Qinming Yi Miao (25143364) Dan Wang (34472) Sha Huang (459101) Qingdan Pan (25143367) Kexin Zhang (301752) Chao Liu (43092) Yan Yin (53882) Biophysics Biochemistry Medicine Microbiology Pharmacology Biotechnology Environmental Sciences not elsewhere classified Chemical Sciences not elsewhere classified Ecology Biological Sciences not elsewhere classified Marine Biology play multiple roles intramolecular conjugated addition gives high yield accommodates diverse substituents >- anilinopropargyl alcohols acetalization reagent ch 3 ‑ methylidene 3 </ sub temperature reaction practical alternative methoxy group Through a room-temperature reaction between <i>o</i>-anilinopropargyl alcohols and aldehydes, various 3-methylidene-2,3-dihydro-4-quinolones were synthesized with 3 mol % TfOH as a catalyst. This transformation likely proceeds via acetalization of the aldehyde with CH(OCH₃)₃, acetal-intercepted Meyer–Schuster rearrangement, 1,3-migration, intramolecular conjugated addition, and departure of the methoxy group. Acetalization reagent CH(OCH₃)₃ should play multiple roles. The reaction uses 3 mol % catalyst loading, accommodates diverse substituents, and gives high yield, making it a practical alternative for the synthesis of 3-methylidene-2,3-dihydro-4-quinolones. 2026-09-30T00:00:00Z Text Journal contribution 10.1021/acs.joc.6c01517.s001 https://figshare.com/articles/journal_contribution/A_Room-Temperature_Synthesis_of_3_Methylidene-2_3-dihydro-4-quinolones_from_o_Aniliopropargy_Alcohols_and_Aldehydes/34031539 CC BY-NC 4.0