Transition-Metal-Free Synthesis of 2-Substituted Benzothiazoles from Nitrobenzenes, Methylheteroaryl Compounds, and Elemental Sulfur, Based on Nitro-Methyl Redox-Neutral Cyclization

2020 ◽  
Vol 85 (23) ◽  
pp. 15213-15220
Author(s):  
Masahiro Teramoto ◽  
Mitsutaka Imoto ◽  
Motonori Takeda ◽  
Takumi Mizuno ◽  
Akihiro Nomoto ◽  
...  
Keyword(s):  
Transition Metal ◽  
Elemental Sulfur ◽  
Metal Free

scholarly journals Et3N/DMSO-supported one-pot synthesis of highly fluorescent β-carboline-linked benzothiophenones via sulfur insertion and estimation of the photophysical properties

2020 ◽  
Vol 16 ◽  
pp. 1740-1753 ◽  
Author(s):  
Dharmender Singh ◽  
Vipin Kumar ◽  
Virender Singh
Keyword(s):  
Transition Metal ◽  
Elemental Sulfur ◽  
Photophysical Properties ◽  
Quantum Yields ◽  
One Pot ◽  
Light Emitting ◽  
Metal Free ◽  
One Pot Synthesis ◽  
Synthetic Strategy ◽  
Reaction Proceeds

A robust transition-metal-free strategy is presented to access novel β-carboline-tethered benzothiophenone derivatives from 1(3)-formyl-β-carbolines using elemental sulfur activated by Et3N/DMSO. This expeditious catalyst-free reaction proceeds through the formation of β-carboline-based 2-nitrochalcones followed by an incorporation of sulfur to generate multifunctional β-carboline-linked benzothiophenones in good to excellent yields. The synthetic strategy could also be extended towards the synthesis of β-carboline-linked benzothiophenes. Moreover, the afforded products emerged as promising fluorophores and displayed excellent light-emitting properties with quantum yields (ΦF) up to 47%.

One-Pot Synthesis of 5-Acyl-1,2,3-Thiadiazoles from Enaminones, Tosylhydrazine, and Elemental Sulfur under Transition-Metal-Free Conditions

2019 ◽  
Vol 84 (24) ◽  
pp. 16262-16267 ◽  
Author(s):  
Zan Yang ◽  
Yemei Liang ◽  
An Li ◽  
Kun Liu ◽  
Lijun Li ◽  
...  
Keyword(s):  
Transition Metal ◽  
Elemental Sulfur ◽  
One Pot ◽  
Metal Free ◽  
One Pot Synthesis

Efficient synthesis of 1,2-benzisothiazoles from o-haloarylamidines and elemental sulfur via N–S/C–S bond formation under transition-metal-free conditions

2018 ◽  
Vol 20 (4) ◽  
pp. 827-831 ◽  
Author(s):  
Hao Xie ◽  
Guozheng Li ◽  
Feng Zhang ◽  
Fuhong Xiao ◽  
Guo-Jun Deng
Keyword(s):  
Transition Metal ◽  
Functional Groups ◽  
Elemental Sulfur ◽  
Bond Formation ◽  
Efficient Synthesis ◽  
Facile Synthesis ◽  
Good Tolerance ◽  
Metal Free

Facile synthesis of 1,2-benzisothiazoles from amidines and elemental sulfur via N–S/C–S bond formation under transition-metal-free conditions has been developed with good tolerance of a broad range of functional groups.

Sulfite-Promoted C–H Fluoroalkyl Sulfuration of Imidazoheterocycles with Bromofluoroacetate and Elemental Sulfur

Synthesis ◽  
2020 ◽  
Vol 52 (17) ◽  
pp. 2541-2550
Author(s):  
Zi-Ning Cui ◽  
Ri-Yuan Tang ◽  
Yong-Chao Gao ◽  
Zi-Hao Huang ◽  
Zhao-Sheng Zhang ◽  
...  
Keyword(s):  
Transition Metal ◽  
Elemental Sulfur ◽  
Metal Free ◽  
One Step ◽  
Component C

A transition-metal-free sulfite-promoted three-component C–H sulfuration between imidazoheterocycles, elemental sulfur, and bromofluoroacetate is developed. Sulfites, including Na2S2O4, NaHSO3, and Na2S2O3, are able to promote the formation of two C–S bonds in one step using elemental sulfur as a green sulfurating agent, allowing the rapid introduction of the synthetically useful S-fluoroacetate group into imidazoheterocycles. These new imidazoheterocycle derivatives bearing an S-fluoroacetate group can be easily modified to produce pharmaceutically attractive compounds.

Three-component 2-aryl substituted benzothiophene formation under transition-metal free conditions

RSC Advances ◽  
2016 ◽  
Vol 6 (48) ◽  
pp. 41751-41754 ◽  
Author(s):  
Pengcheng Jiang ◽  
Xingzong Che ◽  
Yunfeng Liao ◽  
Huawen Huang ◽  
Guo-Jun Deng
Keyword(s):  
Transition Metal ◽  
Elemental Sulfur ◽  
Metal Free

A base-mediated efficient entry for 2-aryl substituted benzothiophene from 2-bromobenzene aldehydes, benzylic esters and elemental sulfur.

Transition-metal-free synthesis of thiazolidin-2-ones and 1,3-thiazinan-2-ones from arylamines, elemental sulfur and CO2

2021 ◽  
Author(s):  
Chuan-Kun Ran ◽  
Lei Song ◽  
Ya-Nan Niu ◽  
Ming-Kai Wei ◽  
Zhen Zhang ◽  
...  
Keyword(s):  
Transition Metal ◽  
Elemental Sulfur ◽  
Reaction Conditions ◽  
Metal Free

A multi-component reaction of arylamines, elemental sulfur and CO2 (1 atm) is reported to generate valuable thiazolidin-2-ones and 1,3-thiazinan-2-ones in moderate to good yields under transition-metal-free reaction conditions.

Transition-metal-free catalytic hydroboration reduction of amides to amines

2020 ◽  
Vol 7 (21) ◽  
pp. 3515-3520
Author(s):  
Wubing Yao ◽  
Jiali Wang ◽  
Aiguo Zhong ◽  
Shiliang Wang ◽  
Yinlin Shao
Keyword(s):  
Transition Metal ◽  
Selective Catalytic Reduction ◽  
Catalytic Reduction ◽  
Value Added ◽  
Metal Free

The selective catalytic reduction of amides to value-added amine products is a desirable but challenging transformation.

Deaminative carbonylative thioesterification of activated alkylamines with thiophenols under transition-metal-free conditions

2021 ◽  
Author(s):  
Fengqian Zhao ◽  
Xiao-Feng Wu
Keyword(s):  
Free Radical ◽  
Transition Metal ◽  
Metal Free

A transition-metal-free radical carbonylation of activated alkylamines with thiophenols has been successfully developed. Various thioesters were selectively produced with moderate to good yields.

Regioselective C3-H Trifluoromethylation of 2H-Indazole Under Transition-Metal-Free Photoredox Catalysis

2019 ◽  
Author(s):  
Arumugavel Murugan ◽  
Venkata Nagarjuna Babu ◽  
Nagaraj Sabarinathan ◽  
Sharada Duddu. S
Keyword(s):  
Transition Metal ◽  
Visible Light ◽  
Practical Approach ◽  
Hypervalent Iodine ◽  
Radical Mechanism ◽  
Photoredox Catalysis ◽  
Metal Free

Here we report a visible-light-promoted metal-free regioselective C3-H trifluoromehtylation reaction that proceeds via radical mechanism and which supported by control experiments. The combination of photoredox catalysis and hypervalent iodine reagent provides a practical approach for the present trifluoromethylation reaction and synthesis of a library of trifluoromethylated indazoles.

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