K2S2O8/I2 promoted syntheses of α-thio-β-dicarbonyl compounds via oxidative C–S coupling reactions under transition metal-free and solvent-free conditions

RSC Advances ◽  
2015 ◽  
Vol 5 (55) ◽  
pp. 44299-44305 ◽  
Author(s):  
Yi-Wei Liu ◽  
Satpal Singh Badsara ◽  
Yi-Chen Liu ◽  
Chin-Fa Lee
Keyword(s):  
Transition Metal ◽  
Coupling Reaction ◽  
Solvent Free ◽  
Coupling Reactions ◽  
Dicarbonyl Compounds ◽  
Metal Free ◽  
Solvent Free Conditions

K2S2O8/I2 promoted C–S coupling reaction of β-diketone with disulfide has been described. The resulting α-thio-β-diketones compounds were obtained in good to excellent yields.

ChemInform Abstract: Metal-Free Cross-Coupling Reaction of Aldehydes with Disulfides by Using DTBP as an Oxidant under Solvent-Free Conditions.

ChemInform ◽  
2014 ◽  
Vol 45 (37) ◽  
pp. no-no
Author(s):  
Jing-Wen Zeng ◽  
Yi-Chen Liu ◽  
Ping-An Hsieh ◽  
Yu-Ting Huang ◽  
Chih-Lun Yi ◽  
...  
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Solvent Free ◽  
Metal Free ◽  
Cross Coupling Reaction ◽  
Solvent Free Conditions

Metal-free cross-coupling reaction of aldehydes with disulfides by using DTBP as an oxidant under solvent-free conditions

2014 ◽  
Vol 16 (5) ◽  
pp. 2644-2652 ◽  
Author(s):  
Jing-Wen Zeng ◽  
Yi-Chen Liu ◽  
Ping-An Hsieh ◽  
Yu-Ting Huang ◽  
Chih-Lun Yi ◽  
...  
Keyword(s):  
Functional Group ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Solvent Free ◽  
Metal Free ◽  
Cross Coupling Reaction ◽  
Solvent Free Conditions

A DTBP-promoted C–H thiolation of aldehydes with disulfides under metal-free and solvent-free conditions is described. The system shows good functional group tolerance to afford thioesters in moderate to excellent yields.

scholarly journals A practical and sustainable protocol for direct amidation of unactivated esters under transition-metal-free and solvent-free conditions

2021 ◽  
Author(s):  
Rui Zhang ◽  
Wei-Zhong Yao ◽  
Liang Qian ◽  
Wei Sang ◽  
Ye Yuan ◽  
...  
Keyword(s):  
Transition Metal ◽  
Solvent Free ◽  
Synthetic Approach ◽  
Metal Free ◽  
Solvent Free Conditions ◽  
Direct Amidation

In this paper, a NaOtBu-mediated synthetic approach was developed for direct amidation of unactivated esters with amines under transition-metal-free and solvent-free conditions, affording a series of amides in good to...

Silica gel mediated oxidative C–O coupling of β-dicarbonyl compounds with malonyl peroxides in solvent-free conditions

2018 ◽  
Vol 90 (1) ◽  
pp. 7-20 ◽  
Author(s):  
Oleg V. Bityukov ◽  
Vera A. Vil’ ◽  
Valentina M. Merkulova ◽  
Gennady I. Nikishin ◽  
Alexander O. Terent’ev
Keyword(s):  
Silica Gel ◽  
Oxidative Coupling ◽  
Solvent Free ◽  
Coupling Reactions ◽  
Dicarbonyl Compounds ◽  
Solvent Free Conditions ◽  
First Time ◽  
Oxidative Coupling Reactions

AbstractFor the first time silica gel was observed to activate peroxides in oxidative coupling reactions. Here we report silica gel mediated oxidative C–O coupling of β-dicarbonyl compounds with cyclic diacyl peroxides affording α-acyloxy derivatives with 100% atom efficiency. The highest yields of coupling products were achieved in solvent free conditions. C–O coupling products were prepared in yields up to 86%.

scholarly journals Recent Strides in the Transition Metal-Free Cross-Coupling of Haloacetylenes with Electron-Rich Heterocycles in Solid Media

Molecules ◽  
2020 ◽  
Vol 25 (11) ◽  
pp. 2490 ◽  
Author(s):  
Lyubov’ N. Sobenina ◽  
Boris A. Trofimov
Keyword(s):  
Transition Metal ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
The Novel ◽  
Strong Electron ◽  
Metal Free ◽  
Cross Coupling Reactions ◽  
Solid Media ◽  
Solvent Free Conditions ◽  
Structural Peculiarities

The publications covering new, transition metal-free cross-coupling reactions of pyrroles with electrophilic haloacetylenes in solid medium of metal oxides and salts to regioselectively afford 2-ethynylpyrroles are discussed. The reactions proceed at room temperature without catalyst and base under solvent-free conditions. These ethynylation reactions seem to be particularly important, since the common Sonogashira coupling does not allow ethynylpyrroles with strong electron-withdrawing substituents at the acetylenic fragments to be synthesized. The results on the behavior of furans, thiophenes, and pyrazoles under the conditions of these reactions are also provided. The reactivity and structural peculiarities of nucleophilic addition to the activated acetylene moiety of the novel C-ethynylpyrroles are considered.

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.

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