38336-66-2Relevant academic research and scientific papers
Piano-Stool Rhodium Enalcarbenoids: Application to Catalyst-Controlled Metal-Templated Annulations of Diazoenals and 1,3-Dicarbonyls
Lad, Bapurao Sudam,Katukojvala, Sreenivas
, p. 11807 - 11814 (2018)
An electrophilic piano-stool rhodium(III)-enalcarbenoid resulted from the reaction of diazoenal with the cationic CpRhIII in the presence of a 1,3-diketone. The synthetic utility of these transient carbenoids has been demonstrated in the metal-templated [3 + 2] annulation of diazoenals and 1,3-dicarbonyls, thus leading to the enal-functionalized tetrasubstituted furans. The significance of the piano-stool enalcarbenoids has been further exemplified by the mechanistically distinct, complementary Lewis acid templated [2 + 3] annulation of diazoenals and 1,3-dicarbonyls, resulting in the trisubstituted furanyl-enones and acrylates. Mechanistic investigations revealed that these annulations proceed through catalyst-dependent chemoselective activation of diazoenal by the in situ formed metal diketonates. These methodologies gave access to core structures of indeno[1,2-b]furans, tetracyclic OLED, and a pan-AKT inhibitor.
Photocatalytic synthesis of tetra-substituted furans promoted by carbon dioxide
K?nig, Burkhard,Ritu,Tian, Ya-Ming,Wang, Huaiju
, p. 241 - 246 (2022/01/06)
We report a simple protocol for the transition metal-free, visible-light-driven conversion of 1,3-diketones to tetra-substituted furan skeleton compounds in carbon dioxide (CO2) atmosphere under mild conditions. It was found that CO2could be incorporated at the diketone enolic OH position, which was key to enabling the cleavage of a C-O bond during the rearrangement of a cyclopropane intermediate. This method allows for the same-pot construction of two isomers of the high-value tetra-substituted furan scaffold. The synthetic scope and preliminary mechanistic investigations are presented.
Method of synthesizing tetra-substituted furan compound from tetracarbonyl compounds
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Paragraph 0029; 0030; 0031, (2017/11/18)
The invention provides a method of synthesizing a tetra-substituted furan compound from tetracarbonyl compounds; the method includes: under protection of an inert gas, stirring to react a tetracarbonyl compound and titanium tetrachloride with dichlorometh
