943435-60-7Relevant academic research and scientific papers
Highly enantioselective catalytic methyl propiolate addition to both aromatic and aliphatic aldehydes
Huang, Jian,Wei, Siping,Wang, Li,Zhang, Chun,Li, Shuangxun,Liu, Pingxian,Du, Xi,Wang, Qin
, p. 428 - 435 (2016)
The excellent catalytic effect on methyl propiolate addition to a wide range of aromatic and aliphatic aldehydes promoted by inexpensive and commercially available BINOL-based ligand is reported. The catalyst systems showed high yields and excellent enantioselectivities for aromatic aldehydes, and excellent yields and high enantioselectivities for aliphatic aldehydes.
Synthesis of fluorenone and anthraquinone derivatives from aryl- and aroyl-substituted propiolates
Puenner, Florian,Schieven, Justin,Hilt, Gerhard
supporting information, p. 4888 - 4891 (2013/10/08)
Fluorenone derivatives were generated from aryl-substituted propiolates via a cobalt-catalyzed Diels-Alder reaction/DDQ-oxidation and Friedel-Crafts-type cyclization. Several functional groups are tolerated, and good to excellent overall yields (up to 89%) could be achieved. For the synthesis of anthraquinone derivatives, aroyl-substituted propiolates were applied in a zinc iodide catalyzed Diels-Alder reaction with 1,3-dienes. The subsequent DDQ oxidation and Friedel-Crafts-type cyclization led to symmetrical as well as some unsymmetrical anthraquinones in good to excellent yields of up to 87% over the three-step reaction sequence.
Synthesis of 3,4-dihalogenated furan-2-(5H)-ones by electrophilic cyclization of 4-hydroxy-2-alkynoates
Zhu, Hai-Tao,Wang, Li-Jing,Ji, Ke-Gong,Liu, Xue-Yuan,Liang, Yong-Min
supporting information; experimental part, p. 1862 - 1866 (2012/09/07)
Functionalized 3,4-dihalogenated furan-2(5H)-ones can be readily prepared in moderate to good yields by treating 4-hydroxy-4-arylbut-2-ynoate derivatives with ICl, IBr, and I2. Both halogen atoms of the electrophile are incorporated in the product. The resulting halides can further afford polycyclic aromatic compounds using known palladium-catalyzed coupling reactions.
