- A practical synthesis of α-bromo/iodo/chloroketones from olefins under visible-light irradiation conditions
-
A practical synthesis of α-bromo/iodo/chloroketones from olefins under visible-light irradiation conditions has been developed. In the presence of PhI(OAc)2 as promoter and under ambient conditions, the reactions of styrenes and triiodomethane undergo the transformation smoothly to deliver the corresponding α-iodoketones without additional photocatalyst in good yields under sunlight irradiation. Meanwhile, the reactions of styrenes with tribromomethane and trichloromethane generate the desired α-bromoketones and α-chloroketones in high yields by using Ru(bpy)3Cl2 as a photocatalyst under blue LED (450–455 nm) irradiation.
- Wang, Zhihui,Wang, Lei,Wang, Zhiming,Li, Pinhua,Zhang, Yicheng
-
supporting information
p. 429 - 432
(2020/02/29)
-
- The Mn-catalyzed paired electrochemical facile oxychlorination of styrenes: Via the oxygen reduction reaction
-
Reported herein is the electrochemical engendering of chlorine radicals by a manganese catalyst with a controllable pattern, and inexpensive MgCl2 as the chlorine source. In combination with the oxygen reduction reaction, chloroacetophenones were synthesized with abundant styrene as the feedstock in good to excellent yields.
- Tian, Siyu,Jia, Xiaofei,Wang, Ling,Li, Baoying,Liu, Siyuan,Ma, Li,Gao, Wei,Wei, Yingqin,Chen, Jianbin
-
supporting information
p. 12104 - 12107
(2019/10/14)
-
- CV-driven Optimization: Cobalt-Catalyzed Electrochemical Expedient Oxychlorination of Alkenes via ORR
-
Instead of screening reaction conditions by yield-based chemical trial-and-error, potential-based cyclic voltammetry was alternatively employed for optimization of electrochemical oxychlorination of alkenes. With this unconventional screening method, the catalyst system including catalysts, molar ratio of chloride sources and solvents were identified in a rational, time- and energy-efficient manner. The optimal catalytic system in combination with oxygen reduction reaction enabled broad substrate scopes for the desired transformation by taking advantages of persistent radical effect. UV-vis and CV titration experiments confirmed the in-situ formed catalytic species [CoCl5]. Moreover, cyclic voltammetry was applied to obtain mechanistic insights in our reaction system. (Figure presented.).
- Tian, Siyu,Lv, Shide,Jia, Xiaofei,Ma, Li,Li, Baoying,Zhang, Guofeng,Gao, Wei,Wei, Yingqin,Chen, Jianbin
-
supporting information
p. 5626 - 5633
(2019/11/22)
-
- Cascade Trisulfur Radical Anion (S3?-) Addition/Electron Detosylation Process for the Synthesis of 1,2,3-Thiadiazoles and Isothiazoles
-
Trisulfur radical anion (S3?-) mediated reactions with in situ formed azoalkenes and α,β-usaturated N-sulfonylimines for the construction of 1,2,3-thiadiazoles and isothiazoles has been developed. S3?- is in situ generated from potassium sulfide in DMF. These two approaches provide a new, safe, and simple way to construct 4-subsituted 1,2,3-thiadiazoles, 5-subsituted 1,2,3-thiadiazoles, and isothiazole in good yields. The reactions include the formation of the new C-S and N-S bonds via S3?- addition and electron detosylation under mild conditions.
- Liu, Bei-Bei,Bai, Hui-Wen,Liu, Huan,Wang, Shun-Yi,Ji, Shun-Jun
-
p. 10281 - 10288
(2018/07/25)
-
- Metal-free hydration of aromatic haloalkynes to α-halomethyl ketones
-
A highly regioselective and efficient metal-free hydration of aromatic haloalkynes to α-halomethyl ketones using cheap tetrafluoroboric acid as catalyst is described. The protocol is conducted under convenient conditions and affords products in good to excellent yields, with broad substrate scope, including a variety of aromatic alkynyl chlorides, alkynyl bromides, and alkynyl iodides.
- Ye, Min,Wen, Yuelu,Li, Huifang,Fu, Yejuan,Wang, Qinghao
-
supporting information
p. 4983 - 4986
(2016/10/21)
-
- High-yielding aqueous synthesis of chloroacetophenones and aroyl chlorohydrins
-
The use of large amounts of volatile organic solvents in industrial chemical processes contributes to widespread environmental pollution. To help solve this problem, water and a phase transfer catalyst were used to replace organic solvents in the transformations of bromoacetophenones into chloroacetophenones and aroyl epoxides into aroyl chlorohydrins. The reactions were promoted by sulfonyl chlorides and gave quantitative or close to quantitative yields. Notably, chromatographic purification, which is laborious and consumes large amounts of organic solvents, was not needed. These two processes have opened a green and cost-effective channel to prepare the chemical intermediates chloroacetophenones and aroyl chlorohydrins. The reaction mechanisms are discussed based on control experiments.
- Zhang, Xixi,Liu, Lei,Li, Chunbao
-
p. 25339 - 25345
(2016/03/22)
-
- Bismuth chloride mediated synthesis, antimicrobial, and anti-inflammatory activities of new 4-aryl-2-amino thiazoles
-
Synthesis of 4-aryl-2-Amino thiazoles (3a-u), (4a-c), and (5a-c) was achieved from the reaction of 4-butyl phenacyl chlorides (2a-c) with N-substituted thioureas, in the presence of Bismuth Chloride. The antimicrobial and anti-inflammatory activities of the final products were also studied. Copyright Taylor & Francis Group, LLC.
- Giridhar,Reddy, R. Buchi,Kumar, A. Sunil,Chandra Mouli
-
body text
p. 2058 - 2072
(2009/07/18)
-
- The Acidity of Weak Carbon Acids. Part 6. Acidity of p-Substituted Acetophenones in the Absence and Presence of Cyclodextrins as Determined by Rates of Chlorination by Hypochlorite
-
Rate coefficients have been measured for the chlorination of a series of p-substituted acetophenones in water at several temperatures in both the absence and presence of α- and β-cyclodextrins, as well as in aqueous dioxane.The rate determining ionisation of the acetophenones is subject to catalysis by inclusion in the cyclodextrins.The effects of substitution have been assessed by means of the Hammett equation.The catalysis appears to arise from an anionic secondary hydroxy group on the cyclodextrin and a microsolvent effect on the transmission of the polar effects.
- Bowden, Keith,Nair, T. D. Radhakrishnan
-
p. 1201 - 1215
(2007/10/02)
-
- Synthesis of 1,2-diamino imidazole derivatives by the reaction of benzaldehyde guanylhydrazone with α-haloalkyl aryl ketones
-
2-Amino-1-benzylideneamino-4-arylimidazoles were obtained by the reaction of benzaldehyde guanylhydrazone with 4-alkyl- and 4-aryl-Ω-haloacetophenones. Side products of this reaction were cis- and trans-1,1′-bis(benzylideneamino)-4,4′-diaryl-2,2′-azoimida
- Ivashchenko,Lazareva,Prudnikova,Ivashchenko,Rumyantsev
-
p. 185 - 189
(2007/10/02)
-