18150-85-1Relevant academic research and scientific papers
A biosynthetically inspired route to substituted furans using the Appel reaction: Total synthesis of the furan fatty acid F5
Lee, Robert J.,Lindley, Martin R.,Pritchard, Gareth J.,Kimber, Marc C.
, p. 6327 - 6330 (2017)
Appel reaction conditions have been harnessed to affect a mild biosynthetically inspired dehydration of endoperoxides to deliver multi-substituted electron rich furans. Unlike traditional dehydrative procedures, this method is metal and acid free, and can be achieved under redox neutral conditions. It is general for a range of aryl and alkyl substituted endoperoxides, and is functional group tolerant. Furthermore, this procedure has been used to deliver an effective total synthesis of the furan fatty acid (FFA) F5.
Bifunctional phosphine ligand-enabled gold-catalyzed direct cycloisomerization of alkynyl ketones to 2,5-disubstituted furans
Hu, Xiaojun,Zhou, Bingwei,Jin, Hongwei,Liu, Yunkui,Zhang, Liming
supporting information, p. 7297 - 7300 (2020/07/14)
An efficient synthesis of 2,5-disubstituted furans directly from alkynyl ketones has been developed via tandem gold(i)-catalyzed isomerization of alkynyl ketones to allenyl ketones and cycloisomerization. The key to the success of this chemistry is the use of a biphenyl-2-ylphosphine ligand featuring a critical remote tertiary amino group.
Method for synthesizing furan compound (by machine translation)
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Paragraph 0043-0046, (2019/11/21)
The method comprises the following steps: taking the alkyne ketone compound represented by the formula I as a starting material, heating the ketone compound as a starting material in the presence of a gold (3 catalyst 5 - (four to four) times), and heatin
A short, gram-scale synthesis of 2,5-disubstituted furans
Chang, Stanley,Desai, Saheena,Leznoff, Daniel B.,Merbouh, Nabyl,Britton, Robert
, p. 3219 - 3222 (2013/07/05)
A modified Feist-Benary furan synthesis has been developed that involves a lithium aldol reaction between a methyl ketone and an α-chloroaldehyde followed by a thermally induced tetrahydrofuran formation/dehydration sequence and affords 2,5-disubstituted
Efficient synthesis of 2-mono- and 2,5-disubstituted furans via the CuI-catalyzed cycloisomerization of alkynyl ketonest
Kel'in, Alexander V.,Gevorgyan, Vladimir
, p. 95 - 98 (2007/10/03)
A mild, general, and efficient method for the synthesis of 2-monosubstituted and 2,5-disubstituted furans via the CuI-catalyzed cycloisomerization of alkynyl ketones was developed. It was demonstrated that furans containing both acid- and base-labile groups could be easily synthesized using this methodology. A plausible mechanism for this transformation is proposed.
Cyclization Reactions of Rhodium Carbene Complexes. Effect of Composition and Oxidation State of the Metal
Padwa, Albert,Kassir, Jamal M.,Xu, Simon L.
, p. 1642 - 1652 (2007/10/03)
Treatment of o-(1,7-octadiynyl)benzoyldiazoethane with rhodium(II) octanoate in pentane resulted in a double internal/internal alkyne insertion reaction producing a labile bicyclo[4.1.0]hept-1(7)-ene derivative which readily undergoes a Diels-Alder reacti
Rhodium-Catalyzed Ring-Opening Reaction of Cyclopropenes. Control of Regioselectivity by the Oxidation State of the Metal
Padwa, Albert,Kassir, Jamal M.,Xu, Simon L.
, p. 6971 - 6972 (2007/10/02)
The Rh(II)-catalyzed reaction of unsymmetrically substituted cyclopropenes gives substituted furans derived from cleavage of the less substituted α-bond.In contrast, Rh(I) catalysis results in cleavage of the more substituted α-bond producing a regioisome
A NOVEL PALLADIUM-CATALYZED REARRANGEMENT OF ACETYLENIC KETONES TO FURANS
Sheng, Huaiyu,Lin, Shouyuan,Huang, Yaozeng
, p. 4893 - 4894 (2007/10/02)
A novel rearrangement of 1-aryl-4-alkyl-2-butyn-1-one in the presence of Pd(dba)2-PPh3 catalyst gave 2,4-substituted furans in moderate yields.
