- Photo-Promoted Decarboxylative Alkylation of α, β-Unsaturated Carboxylic Acids with ICH2CN for the Synthesis of β, γ-Unsaturated Nitriles
-
An efficient, catalyst/photocatalyst-free, and cost-effective methodology for the decarboxylative alkylation of α,β-unsaturated carboxylic acids to synthesize β,γ-unsaturated nitriles has been developed. The reaction proceeded in an environmentally benign atmosphere of blue light-emitting diode irradiation with K2CO3 and water at room temperature. The methodology worked for a wide range of substrates (22 examples) with up to 83% yield. The protocol is also compatible for gram-scale synthesis.
- Pan, Chunxiang,Yang, Chunhui,Li, Kangkui,Zhang, Keyang,Zhu, Yuanbin,Wu, Shiyuan,Zhou, Yongyun,Fan, Baomin
-
p. 7188 - 7193
(2021/10/01)
-
- Cu-Catalyzed atom transfer radical addition reactions of alkenes with α-bromoacetonitrile
-
A practical, simple, and efficient copper-catalyzed atom transfer radical addition reaction of alkenes with α-bromoacetonitrile is realized. With this methodology, various γ-bromonitriles and β,γ-unsaturated nitriles were efficiently constructed.
- Pu, Weiya,Sun, Dani,Fan, Wanyue,Pan, Wenwen,Chai, Qinghui,Wang, Xiaoxing,Lv, Yunhe
-
supporting information
p. 4821 - 4824
(2019/05/02)
-
- Synthesis method of (E)-4-aryl-3-butenonitrile compound
-
The invention belongs to the technical field of organic synthesis chemistry, and discloses a synthesis method of a (E)-4-aryl-3-butenonitrile compound. According to the method, under catalysis of copper iodide, a target compound is synthesized in one step
- -
-
Paragraph 0025; 0026; 0027
(2019/04/29)
-
- Nickel-Catalyzed Cyanation of Benzylic and Allylic Pivalate Esters
-
A nickel-catalyzed cyanation reaction of benzylic and allylic pivalate esters is reported using an air-stable Ni(II) precatalyst and substoichiometric quantities of Zn(CN)2. Alkene additives were found to inhibit catalysis, suggesting that avoiding β-hydride elimination side reactions is essential for productive catalysis. An enantioenriched allylic ester undergoes enantiospecific cross-coupling to produce an enantioenriched allylic nitrile. This method was applied to an efficient synthesis of (±)-naproxen from commercially available starting materials.
- Michel, Nicholas W. M.,Jeanneret, Alexandria D. M.,Kim, Hyehwang,Rousseaux, Sophie A. L.
-
p. 11860 - 11872
(2018/10/02)
-
- Method for synthesizing diaryl pyrrole compound
-
The invention relates to a method for synthesizing a diaryl pyrrole compound. The method comprises a reaction route shown in the specification. The method comprises the following steps: S1, in the presence of a palladium catalyst, organic ligand, an oxidant and an acid compound, enabling a compound of formula (I) and a compound of formula (2) to react in an organic solvent, and performing aftertreatment after the reaction is completed so as to obtain a compound of formula (3); S2, in the organic solvent, enabling the compound of formula (3) to be subjected to a self-cyclization reaction in thepresence of the oxidant, and performing aftertreatment after the reaction is completed so as to obtain a compound of formula (4); S3, in the presence of nitrogen, enabling the compound of formula (4)and a compound of formula (5) to react in the solvent in the presence of the palladium catalyst, the organic ligand, the oxidant and the acid compound, and performing aftertreatment after the reaction is completed so as to obtain a compound of formula (6). By adopting the method, different steps are creatively optimized with multiple technical characteristics, completely new synthesis methods andsynthesis routes are provided for preparation of the compound, and good industrial prospects and potential application values can be achieved.
- -
-
Paragraph 0093-0099; 0124; 0133; 0143; 0148
(2018/07/06)
-
- Synthetic method for diaryl furan compound
-
The invention relates to a synthetic method for a diaryl furan compound with a formula (6) which is described in the specification. The synthetic method has a reaction route as shown in the specification. The synthetic method comprises the following steps: S1: allowing a compound with a formula (1) and a compound with a formula (2) to react in an organic solvent in the presence of a palladium catalyst, an organic ligand, an oxidant and an acidic compound, and after completion of the reaction, carrying out post-treatment so as to obtain a compound with a formula (3); S2, allowing the compound with the formula (3) to generate a self-cyclization reaction in an organic solvent in the presence of a catalyst, and after completion of the reaction, carrying out post-treatment so as to obtain a compound with a formula (4); and S3, allowing the compound with the formula (4) and a compound with a formula (5) to react in a solvent in the presence of a palladium catalyst, an organic ligand and an acidic compound at the atmosphere of oxygen, and after completion of the reaction, carrying out post-treatment so as to obtain a compound with a formula (6). The method provided by the invention realizes creative optimization in a plurality of technical characteristics through all steps, provides a novel synthetic method and a synthetic route for preparation of the compound, and has good industrialprospects and potential application values.
- -
-
Paragraph 0092-0097; 0106-0114; 0117-0123; 0125-0132; 0134
(2018/07/07)
-
- Epoxy-containing skeleton nitrile compound and synthesis method thereof
-
The invention relates to an epoxy-containing skeleton nitrile compound as shown in the following formula (4) and a synthesis method thereof. The synthesis method adopts the following reaction route: FORMULA, and comprises the following steps: S1: reacting a compound of a formula (1) with a compound of formula (2) in an organic solvent in the presence of a palladium catalyst, an organic ligand, anoxidizing agent and an acidic compound, performing post-treatment after finishing reaction to obtain a compound of formula (3); and S2: performing self-cyclization reaction on the compound of formula(3) in the organic solvent in the presence of the oxidizing agent, performing post-treatment after finishing reaction to obtain a compound of formula (4). The method creatively optimizes multiple technical features in each step so as to provide a novel synthesis method and synthesis route for preparation of such compounds and have excellent industrial prospects and potential application values.
- -
-
Paragraph 0097-0100; 0117; 0126; 0136; 0141
(2018/07/30)
-
- Method for synthesizing pyrrole derivative
-
The invention relates to a method for synthesizing a pyrrole derivative represented by a formula (6) shown in the description. The synthesis method has a reaction route shown in the description. The synthesis method comprises the following steps: S1: subjecting a compound represented by a formula (3) shown in the description to a self-cyclization reaction in the presence of an oxidant in an organic solvent, and carrying out aftertreatment after the reaction ends, so as to obtain a compound represented by a formula (4) shown in the description; and S2: subjecting the compound represented by theformula (4) and a compound represented by a formula (5) shown in the description to a reaction in the presence of a palladium catalyst, an organic ligand and an acidic compound in a solvent in a nitrogen atmosphere, and carrying out aftertreatment after the reaction ends, so as to obtain a compound represented by a formula (6) shown in the description. According to the method, through creativelyoptimizing a plurality of technical features of each step, a bran-new synthesis method and synthesis route are provided for preparing this kind of compounds, and thus, the method has a good industrialization prospect and a potential application value.
- -
-
Paragraph 0092; 0093; 0094; 0095
(2018/07/07)
-
- A synthetic method of furan derivatives
-
The invention relates to a synthetic method of furan derivatives shown as a formula (6) as follows. The synthetic route of the method is shown in the specification. The method includes S1) allowing acompound shown as a formula (3) in an organic solvent to self-cyclize with the existence of an oxidant, and performing after-treatment when the reaction is finished to obtain a compound of a formula (4); and S2) reacting the compound of the formula (4) and a compound of a formula (5) in an oxygen atmosphere with the existence of a palladium catalyst, an organic ligand and an acidic compound in a solvent, and performing after-treatment after the reaction is finished to obtain a compound of the formula (6). A plurality of technical characteristics of each step are innovatively optimized in the method, and the brand-new synthetic method and synthetic route for preparing the compounds of this type are provided. The method has a good industrial prospect and good application value.
- -
-
Paragraph 0085-0088
(2018/05/30)
-
- Visible-Light-Mediated Reactions of Electrophilic Radicals with Vinyl and Allyl Trifluoroborates
-
Visible-light photoredox catalysis enables the vinylation and allylation of electrophilic radicals with readily available potassium trifluoroborate reagents. The processes show good functional group compatibility, and mechanistic and computational studies
- Fernandez Reina, Daniel,Ruffoni, Alessandro,Al-Faiyz, Yasair S. S.,Douglas, James J.,Sheikh, Nadeem S.,Leonori, Daniele
-
p. 4126 - 4130
(2017/06/19)
-
- Synthesis of allylamides from allyl halides, carbon monoxide, and titanium-nitrogen complexes prepared from molecular nitrogen
-
4-Phenylbut-3-enamide could be synthesized from corresponding 3-chloroprop-2-enylbenzene, carbon monoxide (1atm), and titanium-nitrogen complexes, prepared from Ti(OiPr)4, Li, TMSCl, and molecular nitrogen (1atm), using a palladium catalyst. The reaction proceeds via transmetalation of the titanium-nitrogen complex to an acylpalladium complex. PtBu3 as a ligand of the palladium catalyst, afforded a good result, and the amounts of Li and TMSCl affected the yield of amide. When the reaction was carried out using a bidentate ligand on the palladium complex under an atmosphere of argon instead of carbon monoxide, an allylamine derivative was obtained.
- Ueda, Kazutaka,Mori, Miwako
-
p. 2907 - 2910
(2007/10/03)
-