Visible-Light-Induced Chemoselective Synthesis of α-Chloro and Vinyl Sulfones by Sulfonylation of Alkenes

Synlett ◽  
2017 ◽  
Vol 29 (03) ◽  
pp. 364-368 ◽  
Author(s):  
Teng-fei Niu ◽  
Bang-qing Ni ◽  
Dan Lin ◽  
Lin-shuang Xue ◽  
Ding-yun Jiang
Keyword(s):  
Visible Light ◽  
Electronic Properties ◽  
Room Temperature ◽  
Sulfonyl Chloride ◽  
Vinyl Sulfone ◽  
Chemoselective Synthesis ◽  
High Yields ◽  
Sulfone Derivatives

Direct sulfonylation between alkenes and sulfonyl chloride was achieved at room temperature by a visible-light-induced photo­redox process. This method allows the chemoselective synthesis of α-chloro and vinyl sulfone derivatives with moderate to high yields. The selectivity of the reaction was fully controlled by the electronic properties of the alkenes.

Metal free visible light driven oxidation of alcohols to carbonyl derivatives using 3,6-di(pyridin-2-yl)-1,2,4,5-tetrazine (pytz) as catalyst

RSC Advances ◽  
2015 ◽  
Vol 5 (102) ◽  
pp. 84328-84333 ◽  
Author(s):  
Suvendu Samanta ◽  
Papu Biswas
Keyword(s):  
Visible Light ◽  
Visible Light Irradiation ◽  
Room Temperature ◽  
Light Irradiation ◽  
Metal Free ◽  
Carbonyl Derivatives ◽  
Oxidation Of Alcohols ◽  
Visible Light Driven ◽  
High Yields

A metal-free transformation of alcohols to the corresponding carbonyls in high yields under visible-light irradiation has been achieved at room temperature using di(pyridin-2-yl)-1,2,4,5-tetrazine (pytz) as catalyst.

Visible-light-induced surfactant-promoted sulfonylation of alkenes and alkynes with sulfonyl chloride by the formation of EDA-complex with NaI in water at room temperature

2021 ◽  
Author(s):  
Li Lin ◽  
Zhonglie Yang ◽  
Jianchen Liu ◽  
Jingxia Wang ◽  
Jiale Zheng ◽  
...  
Keyword(s):  
Visible Light ◽  
Anionic Surfactant ◽  
Room Temperature ◽  
Sulfonyl Chloride ◽  
Eda Complex

A green and efficient visible-light-induced iodosulfonyl reaction of alkenes in water using EDA complex strategy at room temperature has been disclosed. The addition of anionic surfactant allows the formation of...

scholarly journals An Efficient One-pot Two-component Protocol for Regio- and Chemoselective Synthesis of 5-Aryloyl-1,3,7,9-tetraalkyl-2,8-dithioxo-2,3,8,9-tetrahydro-1H-pyrano[2,3-d:6,5-d′]dipyrimidine-4,6(5H,7H)-diones

2014 ◽  
Vol 67 (2) ◽  
pp. 283 ◽  
Author(s):  
Mehdi Rimaz ◽  
Hossein Rabiei ◽  
Behzad Khalili ◽  
Rolf H. Prager
Keyword(s):  
Room Temperature ◽  
Isolation Procedure ◽  
Pyrimidine Derivatives ◽  
One Pot ◽  
Chemoselective Synthesis ◽  
Two Component ◽  
High Yields

Novel symmetric fused pyrano[2,3-d]pyrimidine derivatives were synthesized in 75–92 % yield by a one-pot two-component reaction of arylglyoxals and 1,3-dialkyl-2-thiobarbituric acids in ethanol at room temperature. This is the first protocol to be reported for the synthesis of 5-aryloyl-1,3,7,9-tetraalkyl-2,8-dithioxo-2,3,8,9-tetrahydro-1H-pyrano[2,3-d:6,5-d′]dipyrimidine-4,6(5H,7H)-diones and the significant features of the present protocol are simplicity, high yields, a simple isolation procedure, and high chemoselectivity.

Arylation of Amide and Urea C(sp3)–H Bonds with Aryl Tosylates Generated In Situ from Phenols

Synlett ◽  
2017 ◽  
Vol 28 (19) ◽  
pp. 2581-2586 ◽  
Author(s):  
Wen-Jun Zhou ◽  
Da-Gang Yu ◽  
Yong-Yuan Gui ◽  
Xiao-Wang Chen
Keyword(s):  
Hydrogen Atom ◽  
Visible Light ◽  
Room Temperature ◽  
Functional Group ◽  
Hydrogen Atom Transfer ◽  
Nickel Catalysis ◽  
Direct Transformation ◽  
Aryl Tosylates ◽  
High Yields

The arylation of amide and urea C(sp3)–H bonds with aryl tosylates generated in situ from phenols has been realized at room temperature by combining visible-light-photoredox catalysis, hydrogen-atom-transfer catalysis, and nickel catalysis. This streamlined protocol permits rapid functionalization of phenols and direct transformation of α-amino C(sp3)–H bonds. The C(sp3)–H arylation products are obtained in high yields with good functional-group tolerance at low catalyst loadings.

Investigation of the V4+-Centre in 6H- and 4H-SIC by the Method of Spectral-Hole Burning

1998 ◽  
Vol 512 ◽  
Author(s):  
C. Hecht ◽  
R. Kummer ◽  
A. Winnacker
Keyword(s):  
Electronic Properties ◽  
Room Temperature ◽  
Hole Burning ◽  
Band Offset ◽  
Spectral Hole Burning ◽  
Type Ii ◽  
Thermally Stable ◽  
Spectral Hole

ABSTRACTIn the context of spectral-hole burning experiments in 4H- and 6H-SiC doped with vanadium the energy positions of the V4+/5+ level in both polytypes were determined in order to resolve discrepancies in literature. From these numbers the band offset of 6H/4H-SiC is calculated by using the Langer-Heinrich rule, and found to be of staggered type II. Furthermore the experiments show that thermally stable electronic traps exist in both polytypes at room temperature and considerably above, which may result in longtime transient shifts of electronic properties.

An Efficient Imine Photocyclization as an Alternative to the Pictet-Spengler Reaction for the Synthesis of AzaBenzannulated Perylenediimide Dyes

2020 ◽  
Author(s):  
Antoine Goujon ◽  
Lou Rocard ◽  
Thomas Cauchy ◽  
Piétrick Hudhomme
Keyword(s):  
Solar Cells ◽  
Visible Light ◽  
Organic Solar Cells ◽  
Reaction Sequence ◽  
Large Scope ◽  
High Yields

AzaBenzannulated PDI (AzaBPDI) dyes were synthesized in high yields via a new reaction sequence involving an imine condensation followed by visible light-induced photocyclization. The large scope and efficiency of this alternative to the Pictet-Spengler reaction is demonstrated, and allows the easy preparation of dimeric AzaBPDI as potential non-fullerene acceptors for organic solar cells.

One-pot Synthesis of Pyrazolone Sulfones by Iodine-catalyzed Sulfenylation of Pyrazolones with Aryl Sulfonyl Hydrazides Followed by Oxidation in Water

2018 ◽  
Vol 15 (3) ◽  
pp. 380-387
Author(s):  
Xia Zhao ◽  
Xiaoyu Lu ◽  
Lipeng Zhang ◽  
Tianjiao Li ◽  
Kui Lu
Keyword(s):  
Double Bond ◽  
Efficient Method ◽  
Room Temperature ◽  
Sulfonyl Chloride ◽  
Antibacterial Activities ◽  
Oxidation Reactions ◽  
Reaction Conditions ◽  
One Pot ◽  
X Ray ◽  
Amide Form

Aim and Objective: Pyrazolone sulfones have been reported to exhibit herbicidal and antibacterial activities. In spite of their good bioactivities, only a few methods have been developed to prepare pyrazolone sulfones. However, the substrate scope of these methods is limited. Moreover, the direct sulfonylation of pyrazolone by aryl sulfonyl chloride failed to give pyrazolone sulfones. Thus, developing a more efficient method to synthesize pyrazolone sulfones is very important. Materials and Method: Pyrazolone, aryl sulphonyl hydrazide, iodine, p-toluenesulphonic acid and water were mixed in a sealed tube, which was heated to 100°C for 12 hours. The mixture was cooled to 0°C and m-CPBA was added in batches. The mixture was allowed to stir for 30 min at room temperature. The crude product was purified by silica gel column chromatography to afford sulfuryl pyrazolone. Results: In all cases, the sulfenylation products were formed smoothly under the optimized reaction conditions, and were then oxidized to the corresponding sulfones in good yields by 3-chloroperoxybenzoic acid (m-CPBA) in water. Single crystal X-ray analysis of pyrazolone sulfone 4aa showed that the major tautomer of pyrazolone sulfones was the amide form instead of the enol form observed for pyrazolone thioethers. Moreover, the C=N double bond isomerized to form an α,β-unsaturated C=C double bond. Conclusion: An efficient method to synthesize pyrazolone thioethers by iodine-catalyzed sulfenylation of pyrazolones with aryl sulfonyl hydrazides in water was developed. Moreover, this method was employed to synthesize pyrazolone sulfones in one-pot by subsequent sulfenylation and oxidation reactions.

The Merger of CF3SO2Na and Palladium Catalysis to Enable Decarboxylative Cross-Coupling for the Synthesis of Aromatic Ketones under Room Temperature

2021 ◽  
Author(s):  
Pan Xie ◽  
Cheng Xue ◽  
Cancan Wang ◽  
Dongdong Du ◽  
Sanshan Shi
Keyword(s):  
Visible Light ◽  
Room Temperature ◽  
Palladium Catalysis ◽  
Cross Coupling ◽  
Boronic Acids ◽  
Aromatic Ketones ◽  
Aryl Ketones ◽  
Oxocarboxylic Acids

A CF3SO2Na/Pd(OAc)2 co-catalyzed strategy is developed to produce aryl ketones via visible-light-induced decarboxylative cross-coupling of α-oxocarboxylic acids and aryl boronic acids. This process was perfomed under air at room temperature,...

Room-temperature synthesis, growth mechanisms and opto-electronic properties of organic–inorganic halide perovskite CH3NH3PbX3 (X = I, Br, and Cl) single crystals

CrystEngComm ◽  
2021 ◽  
Author(s):  
Maryam Bari ◽  
Hua Wu ◽  
Alexei A. Bokov ◽  
Rana Faryad Ali ◽  
Hamel N. Tailor ◽  
...  
Keyword(s):  
Electronic Properties ◽  
Single Crystals ◽  
Room Temperature ◽  
Solubility Curve ◽  
Inverse Temperature ◽  
Growth Mechanisms ◽  
Temperature Synthesis ◽  
Room Temperature Synthesis ◽  
Halide Perovskite ◽  
Temperature Crystallization

Growth of MAPbX3 (X = I, Br, and Cl) single crystals by room temperature crystallization (RTC) method, and the crystallization pathway illustrated by the solubility curve of MAPbCl3 in DMSO, compared with inverse temperature crystallization (ITC) method.

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