ChemInform Abstract: A Mild CuI-Catalyzed Glaser-Type Homo-Coupling Reaction Using α,α-Dibromo-β-dicarbonyl Compounds as Oxidants.

ChemInform ◽  
2014 ◽  
Vol 45 (25) ◽  
pp. no-no
Author(s):  
Xiaohui Fan ◽  
Na Li ◽  
Tong Shen ◽  
Xiao-Meng Cui ◽  
Hao Lv ◽  
...  
Keyword(s):  
Coupling Reaction ◽  
Dicarbonyl Compounds

Copper-catalyzed highly diastereoselective cross-dehydrogenative coupling between 8-hydroxyisochromanes and 1,3-dicarbonyl compounds

2019 ◽  
Vol 6 (13) ◽  
pp. 2275-2279 ◽  
Author(s):  
Zhen Zhang ◽  
Yong-Qiang Tu ◽  
Xiao-Ming Zhang ◽  
Fu-Min Zhang ◽  
Shao-Hua Wang
Keyword(s):  
Coupling Reaction ◽  
Dicarbonyl Compounds ◽  
Dehydrogenative Coupling

A novel copper-catalyzed highly diastereoselective cross-dehydrogenative coupling reaction for the access of tricyclic chromanes from 8-hydroxyisochromanes and 1,3-dicarbonyl compounds.

Synthesis of Cyclic 3-Aryl-Substituted 1,2-Dicarbonyl Compounds via Suzuki Cross-Coupling Reactions

Synthesis ◽  
2018 ◽  
Vol 50 (09) ◽  
pp. 1883-1890 ◽  
Author(s):  
Margus Lopp ◽  
Eleana Lopušanskaja ◽  
Anne Paju ◽  
Ivar Järving
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Dicarbonyl Compounds ◽  
Arylboronic Acids ◽  
Cross Coupling Reactions ◽  
Cross Coupling Reaction ◽  
High Yields

A method for the synthesis of cyclic 3-aryl- and heteroaryl-substituted 1,2-dicarbonyl compounds with different ring sizes by using a Suzuki cross-coupling reaction between 3-halo-1,2-dicarbonyl compounds and arylboronic acids is developed. The 3-halo-1,2-dicarbonyl substrates are easily available from 1,2-dicarbonyl compounds. The method is versatile, affording good to high yields of the target compounds.

A mild CuI-catalyzed Glaser-type homo-coupling reaction using α,α-dibromo-β-dicarbonyl compounds as oxidants

Tetrahedron ◽  
2014 ◽  
Vol 70 (2) ◽  
pp. 256-261 ◽  
Author(s):  
Xiaohui Fan ◽  
Na Li ◽  
Tong Shen ◽  
Xiao-Meng Cui ◽  
Hao Lv ◽  
...  
Keyword(s):  
Coupling Reaction ◽  
Dicarbonyl Compounds

Copper/Silver Cocatalyzed Regioselective C5–H Functionalization of 8-Aminoquinoline Amides with 1,3-Dicarbonyl Compounds

Synthesis ◽  
2020 ◽  
Vol 52 (07) ◽  
pp. 1007-1014 ◽  
Author(s):  
Fuxu Zhan ◽  
Wei Zhang ◽  
Huaiqing Zhao
Keyword(s):  
Coupling Reaction ◽  
Catalytic Transformation ◽  
Synthetic Route ◽  
Dicarbonyl Compounds ◽  
Mild Conditions ◽  
Dehydrogenative Coupling

A copper/silver co-catalyzed cross-dehydrogenative coupling reaction is developed to achieve exclusively remote C5–H coupling of 8-aminoquinoline amides with the methylenic sp3 C–H bond of 1,3-dicarbonyl compounds. This protocol provides a highly regioselective synthetic route for the functionalization of 8-aminoquinoline amides at C5 under mild conditions. Preliminary experiments reveal that radicals may be involved in this catalytic transformation.

Calcium-catalyzed regioselective dehydrative cross-coupling of propargylic alcohols with 1,3-dicarbonyl compounds

2019 ◽  
Vol 21 (19) ◽  
pp. 5207-5211 ◽  
Author(s):  
Peizhong Xie ◽  
Xiangyang Wo ◽  
Xiaobo Yang ◽  
Xinying Cai ◽  
Shuangshuang Li ◽  
...  
Keyword(s):  
Room Temperature ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Solvent Free ◽  
Dicarbonyl Compounds ◽  
Propargylic Alcohols ◽  
Cross Coupling Reaction ◽  
Solvent Free Conditions

A calcium-catalyzed in situ dehydrative cross-coupling reaction of propargylic alcohols with 1,3-dicarbonyl compounds was developed at room temperature under solvent-free conditions.

Fluorine-Containing Allenylpalladium Complexes. Synthesis of Optically Active Fluoroalkylated Allenes and Furan Derivatives

2002 ◽  
Vol 67 (10) ◽  
pp. 1421-1435 ◽  
Author(s):  
Tsutomu Konno ◽  
Mitsuru Tanikawa ◽  
Takashi Ishihara ◽  
Hiroki Yamanaka
Keyword(s):  
Palladium Catalyst ◽  
Coupling Reaction ◽  
Diethyl Malonate ◽  
Enantiomeric Purity ◽  
Optically Active ◽  
The Other ◽  
Methyl Acetoacetate ◽  
Furan Derivatives ◽  
Dicarbonyl Compounds ◽  
High Yields

The reaction of fluoroalkylated propargyl mesylates with various nucleophiles, such as zinc reagents and enolates derived from 1,3-dicarbonyl compounds, in the presence of a palladium catalyst was investigated in detail. Various zinc reagents participated in the coupling reaction to give the corresponding fluoroalkylated allenes in good yields. When chiral mesylates were employed, the corresponding optically active allenes were obtained without any loss of enantiomeric purity in the reaction. On the other hand, treatment of trifluoromethylated propargyl mesylate with stabilized carbanions derived from methyl acetoacetate, acetylacetone, and diethyl malonate afforded fluorine-containing furan derivatives in moderate to high yields.

Propargylation of 1,3-dicarbonyl compounds catalyzed by 2,3-dichloro-5,6-dicyano-1,4-benzoquinone and sodium nitrite in the presence of molecular oxygen and formic acid

RSC Advances ◽  
2016 ◽  
Vol 6 (57) ◽  
pp. 52459-52463 ◽  
Author(s):  
Dongping Cheng ◽  
Xiayi Zhou ◽  
Xiaoliang Xu ◽  
Jizhong Yan
Keyword(s):  
Formic Acid ◽  
Molecular Oxygen ◽  
Sodium Nitrite ◽  
Coupling Reaction ◽  
Dicarbonyl Compounds ◽  
Terminal Oxidation

The coupling reaction of 1,3-diarylpropyne and 1,3-dicarbonyl compounds using molecular oxygen as a terminal oxidation was developed. Catalyzed by DDQ and NaNO2 in the presence of HCOOH, the corresponding products were obtained in 37–87% yields.

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