- Convenient chlorination with concentrated hydrochloric acid in the presence of iodosylbenzene
-
An efficient chlorination of -keto esters, 1,3-diketones, and alkenes was performed conveniently with concentrated HCl in the presence of PhIO, selectively giving -chloro - keto esters, 2-chloro-1,3-diketones, and 1,2-dichloroalkanes, respectively. It was suggested that the chlorination took place with (dichloroiodo)benzene generated in situ. A selective anti-addition was observed in the chlorination of indene. Georg Thieme Verlag Stuttgart New York.
- Kitamura, Tsugio,Tazawa, Yui,Morshed, Mohammad Hasan,Kobayashi, Soichi
-
-
Read Online
- Use of a fluorous bridge for diffusion controlled uptake of molecular chlorine in chlorine addition to alkenes
-
Fluorous solvent was used for passive transport of molecular chlorine from one side of the U-tube to the other, where addition of chlorine to alkenes was quantitative and diffusion controlled.
- Iskra, Jernej,Stavber, Stojan,Zupan, Marko
-
-
Read Online
- Chlorination Reaction of Aromatic Compounds and Unsaturated Carbon-Carbon Bonds with Chlorine on Demand
-
Chlorination with chlorine is straightforward, highly reactive, and versatile, but it has significant limitations. In this Letter, we introduce a protocol that could combine the efficiency of electrochemical transformation and the high reactivity of chlorine. By utilizing Cl3CCN as the chloride source, donating up to all three chloride atom, the reaction could generate and consume the chlorine in situ on demand to achieve the chlorination of aromatic compounds and electrodeficient alkenes.
- Liu, Feng,Wu, Na,Cheng, Xu
-
supporting information
p. 3015 - 3020
(2021/05/05)
-
- A convenient halogenation of α,β-unsaturated carbonyl compounds with OXONE and hydrohalic acid (HBr,HCl)
-
Mixtures of OXONE and hydrobromic acid or hydrochloric acid afford solutions of bromine or chlorine, respectively, α-Bromo- or α-chloro-α,β-unsaturated carbonyl compounds were prepared by addition of hydrobromic acid or hydrochloric acid to the mixture of
- Kim, Kyoung-Mahn,Park, In-Hwan
-
p. 2641 - 2644
(2007/10/03)
-
- Preparation and oxidation of α-phenylselanyl esters
-
Alkylation and selenenylation of selenium-stabilized ester enolates have allowed the preparation of α-phenylselanyl esters 5, 7, 8 and of α,α-bis(phenylselanyl)esters 6, respectively. The competitive selenophilic reaction, leading to an allylic phenylselenide 9, was avoided in the presence of HMPA. α-phenylselanyl α,β-unsaturated esters 15 were prepared by oxidation of compounds 6 and dehydrohalogenation of β-chloroesters 17. Some other transformations: oxidation, transesterification and Grignard reaction were also studied. H2O2 oxidation of Z-esters 15 has led to stable E-α-seleninyl esters 20. (C) 2000 Elsevier Science Ltd.
- Lebarillier, Loic,Outurquin, Francis,Paulmier, Claude
-
p. 7483 - 7493
(2007/10/03)
-
- Reactions of α,β-Unsaturated Carboxylates, Malonates and Phenylacetates with Manganese(III) Acetate in the Presence of Chloride Ions
-
The reaction of alkyl (E)-3-phenylpropenoates with manganese(III) acetate of Cl- ions gave alkyl (Z)-2-chloro-3-phenylpropenoates and alkyl 2,3-dichloro-3-phenylpropenoates.Ethyl (E)-2,3-diphenylpropenoate yielded ethyl 2,3-dichloro-2,3-diphenylpropanoate.Alkyl 3,3-diphenylpropenoates gave mainly alkyl 2-chloro-3,3-diphenylpropenoates.Ethyl 1-cyclohexenecarboxylate gave ethyl 1,2-dichlorocyclohexanecarboxylate.Dimethyl malonate yielded dimethyl dichloromalonate and tetramethyl 1,2-dichloro-1,1,2,2-ethanetetracarboxylate.Substituted malonates resulted in α-chloro derivatives.Methyl phenylacetates gave α-acetoxy derivatives.
- Yonemura, Hiroshi,Nishino, Hiroshi,Kurosawa, Kazu
-
p. 809 - 811
(2007/10/02)
-