- Synthesis of unsymmetrically and highly substituted thiophenes utilizing regioselective ring-expansion of gem-dichlorocyclopropyl ketones with Lawesson's reagent
-
Ring-expansion of aryl gem-dichlorocyclopropyl ketones 1 using Lawesson's reagent afforded unsymmetrically and highly substituted 5-chloro and 3-chlorothiophenes 2 and 3 with excellent regioselectivity. The Suzuki-Miyaura coupling of 2 and 3 with PhB(OH)
- Nagano, Takao,Kimoto, Hiroki,Nakatsuji, Hidefumi,Motoyosjriya, Jiro,Aoyama, Hiromu,Tanabe, Yoo,Nishii, Yoshinori
-
-
Read Online
- A 2, 5 - diaryl five-membered heterocyclic aromatic preparation method
-
The invention relates to a 2, 5 - diaryl five-membered heterocyclic aromatic preparation method, the method is to turn the diaryl Iodized salt compounds, five-membered heterocyclic aromatic compound, catalyst, ligand, alkali and solvent are mixed uniformly, in 100 °C -140 °C lower sealing reaction for 24 hours, the reaction solution obtained after the reaction is complete; the reaction solution are often gauge extraction, drying, concentration, column chromatography separation to obtain the 2, 5 - diaryl five-membered heterocyclic aromatic compounds. The invention belongs to a pot of reaction of the atom economy, simple operation, high yield, can realize the large-scale production, in functional organic material, biological active compounds and pharmaceutical synthesis of better industrial application prospect.
- -
-
Paragraph 0045; 0046; 0047
(2019/05/15)
-
- In-Depth Assessment of the Palladium-Catalyzed Fluorination of Five-Membered Heteroaryl Bromides
-
A thorough investigation of the challenging Pd-catalyzed fluorination of five-membered heteroaryl bromides is presented. Crystallographic studies and density functional theory (DFT) calculations suggest that the challenging step of this transformation is
- Milner, Phillip J.,Yang, Yang,Buchwald, Stephen L.
-
supporting information
p. 4775 - 4780
(2015/10/28)
-
- Reaction of 2,4-Bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulphide with Substituted Butane-1,4-diones: Part II - Novel Synthesis of Substituted Thiophenes and Furans
-
The reaction of substituted butane-1,4-diones (2) with 2,4-bis(4-methoxyphenyl)1,3,2,4-dithiadiphosphetane-2,4-disulphides (1; Lawesson reagent) has been investigated.While the reaction of 1,2-diacylethane (2k) with 1 leads exclusively to the formation of the corresponding 2,5-disubstituted thiophene (4k) in excellent yield, the interaction of tri- and tetrasubstituted butane-1,4-diones (2a-j) with 1 under identical conditions invariably results in the formation of a mixture of the corresponding thiophenes (4) and furans (3) in varying proportions.The identity of 3 and 4 and also their molar percentages in the product mixtures have been established by GLC and PMR spectral analyses.
- Shridhar, D. R.,Jogibhukta, M.,Rao, P. Shanthan,Handa, Vijay K.
-
p. 1187 - 1190
(2007/10/02)
-