14 results about "Radical cyclization" patented technology

Provided is a photocurable resin composition which can provide a cured product with flame retardance and excellent mechanical strength and is compatible with a shaping process using photocuring. The photocurable resin composition of the present invention is characterized by containing: Component (A): a radically cyclopolymerizable compound; Component (B): a polyfunctional radically polymerizable compound having a polyalkylene glycol ether skeleton and / or a diisocyanate skeleton; Component (C): a polyfunctional radically polymerizable compound; Component (D): an ammonium polyphosphate; and Component (E): a radical polymerization initiator.

The invention provides indole C3-O functionalized derivatives as well as a preparation method and insecticidal and antibacterial application thereof, and relates to the technical field of pesticide development. The indole C3-O functionalized derivative provided by the invention has a structure of a general formula (1), is prepared through a free radical cyclization reaction catalyzed by N-heterocyclic carbene (NHC), does not need a transition metal catalyst, and efficiently constructs a C3-site oxygen functional group by taking o-nitroalkyne or cis-o-nitrostyrene and aldehyde as raw materials through multi-step series conversion in an inert atmosphere. The method has the advantages of being high in atom economy, good in functional group compatibility, easy and convenient to operate, environmentally friendly and the like. The obtained derivative shows remarkable activity in prevention and treatment of various agricultural diseases and insect pests such as rice sheath blight disease, aflatoxin and brown planthopper, can be prepared into various pesticide preparations, has the characteristics of broad spectrum, high efficiency and low toxicity, and is suitable for development of green pesticides.

The invention discloses a method for preparing a polyfluoroalkyl coumarin derivative, and belongs to the field of organic synthesis. According to the method, cheap and easily available polyfluorocarboxylic acid anhydride is used as a polyfluoroalkylating reagent, and in-situ activation of NHPI is combined to prepare the C3-site polyfluoroalkyl substituted coumarin derivative. Under the condition of visible light catalysis, polyfluoroalkyl carboxylic acid anhydride is used as a polyfluoroalkylating reagent, polyfluoroalkyl free radicals are generated through in-situ activation of NHPI, the free radicals and aromatic propiolate are subjected to a free radical cyclization rearrangement reaction, and finally preparation of the C3-site polyfluoroalkyl substituted coumarin derivative is achieved. The polyfluoroalkyl carboxylic acid anhydride used in the method is stable in property, low in price and easy to obtain, and the synthesis cost is reduced. The method is wide in applicable substrate range and applicable to various polyfluoroalkyl carboxylic acid anhydrides, and the tolerance of reaction functional groups is good.

This invention discloses a method for synthesizing trifluoromethylated polycyclic indole derivatives using visible light photocatalysis, belonging to the field of organic synthesis technology. This invention is the first to disclose a method for synthesizing trifluoromethylated polycyclic indole derivatives under visible light photocatalysis via CF3Br and... N This invention relates to a method for the one-step preparation of trifluoromethylated polycyclic indole derivatives, namely 2,3-dihydropyrrolo[1,2-a]indole and 5,6-dihydroindole[2,1-a]isoquinoline derivatives, through a free radical cyclization reaction of alkenyl indole derivatives. This invention is the first to use CF3Br as a trifluoromethylating agent, via CF3Br reacting with... N The radical cyclization reaction of α-alkenyl indole derivatives successfully constructed trifluoromethylated 2,3-dihydropyrrole[1,2-a]indole and 5,6-dihydroindole[2,1-a]isoquinoline derivatives. Compared with other trifluoromethylating reagents used in the prior art, CF3Br has the advantages of low cost, easy availability and high atom utilization. Compared with the existing synthetic methods, the method provided by this invention greatly reduces the synthesis cost and has a high possibility of large-scale production.

This invention discloses a multifunctionalized pyridine compound, its preparation method, and its applications, belonging to the fields of pharmaceutical intermediates and organic synthesis. The invention uses α-allyl-p-toluenesulfonylmethylene isonitrile and substance A as raw materials, and a free radical cyclization reaction is carried out under the action of a catalyst to obtain a highly functionalized pyridine compound, as shown in formula (Ⅰ). Substance A is phenylboronic acid, cyclohexylboronic acid, [1,1'-biphenyl]-4-boronic acid, p-methylphenylboronic acid, m-methylphenylboronic acid, o-methylphenylboronic acid, p-cyanophenylboronic acid, thiophene-3-boronic acid, or cyclopropylboronic acid. The method of this invention not only has very broad substrate tolerance, inexpensive and readily available raw materials, and a simple reaction process suitable for large-scale synthesis, but also provides a new method for pharmaceutical chemical synthesis. Furthermore, due to the high functionalization and special structure of the pyridine compound, it exhibits better efficacy in treating chronic stable angina pectoris, central respiratory depression and circulatory failure, and in the treatment of various organoiodinated phosphate poisonings.

The application discloses a novel method for preparing an intermediate of an aryl abietane diterpene Plebein C, and specifically comprises the following steps: substituting a carbonyl alpha position of 4,4-dimethyl-2-cyclohexen-1-ketone to obtain compound I; protecting the compound I by TBS to obtain compound II; performing a Luche reduction reaction on the compound II to obtain compound III; performing an iodination reaction on 3-hydroxy-4-methoxybenzaldehyde to obtain compound IV; performing a Wittig reaction on the compound IV to obtain compound V; performing a Mitsunobu reaction between the compound III and the compound V to obtain compound VI; performing a radical cyclization reaction on the compound VI to obtain compound VII; performing an oxidation on a benzyl position of the compound VII to obtain compound VIII; and finally performing an oxidation and a ring closure on the compound VIII to obtain a five-ring intermediate compound IX of a Plebein C molecule; the preparation method has the advantages of simple synthetic route, low-cost and easily-obtained reagents, high yield, favorability for industrial preparation of the intermediate, and strong popularization potential.

The invention belongs to the technical field of organic matter synthesis, and particularly relates to a preparation method and application of a synthetic intermediate of a podophyllotoxin compound and a method for synthesizing the podophyllotoxin compound. According to the preparation method provided by the invention, 6-allyl heliotropin is taken as an initial raw material, a core tetracyclic skeleton of podophyllotoxin is constructed through an I2-mediated oxidative free radical cyclization lactonization method, and a synthetic intermediate of a podophyllotoxin compound is simply and conveniently synthesized. Furthermore, 11 kinds of podophyllotoxin family molecules can be integrally and asymmetrically synthesized by the synthesized intermediate compound 6 and compound 7 through 1-3 steps of reaction, so that the preparation method provided by the invention can efficiently construct a skeleton structure of podophyllotoxin, avoids the use of transition metals, enriches synthesis strategies of podophyllotoxin natural products, and has a good application prospect. And a novel, green and simple synthetic route is provided for synthesis of corresponding active natural products and similar structures.

The invention belongs to the technical field of organic synthesis, and relates to an efficient synthesis method of an intermediate 6-methoxyl indole aza for synthesizing vindoline, 6-methoxyl tryptamine is used as an initial raw material, and the method comprises the following steps: (1) condensing 6-methoxyl tryptamine and 4-nitrobenzenesulfonyl chloride to obtain an N-sulfonylation product 2; (2) carrying out regioselective Michael addition reaction on the compound 3 and brominated methyl acrylate under an alkaline condition to obtain a compound 3; (3) carrying out an intramolecular free radical cyclization reaction under the action of a cuprous iodide / tris (2-picolyl) amine catalytic system to construct an indolo-aza skeleton, so as to obtain a compound 4; and (4) removing a sulfonyl protecting group through potassium phosphate / p-methoxythiophenol to obtain the vindoline intermediate. The synthetic route only needs four-step reaction, the total yield reaches 54.5%, compared with the prior art, the reaction steps are remarkably shortened, the yield is improved, the use of a toxic noble metal catalyst is avoided, the method has the advantages of being easy and convenient to operate, low in cost and the like, and an efficient way is provided for industrial preparation of vindoline.

The invention provides a synthesis method of beraprost. The synthesis method comprises the following steps: step a), preparing a compound 39 from a compound 30 and a compound 31; step b), preparing a compound 10 from a compound 02 and the compound 39 through a free radical cyclization reaction; and step c): taking the compound 10 as a raw material, and carrying out reduction reaction, deprotection, column chromatography and hydrolysis to obtain a beprostaglandin compound 14. The preparation method disclosed by the invention utilizes the free radical cyclization reaction participated by an organic tin reagent, and realizes efficient and simple synthesis of beprostaglandin with short route and simple operation through a convergent route.

The invention belongs to the technical field of compound synthesis, and particularly relates to the technical field of synthesis of dihydropyridazine derivatives. The invention discloses a method for synthesizing a 5, 6-dihydropyridazine derivative by utilizing a free radical cyclization reaction promoted by visible light, which is characterized in that (E)-N '-benzylidene-N-(butyl-3-ene-1-yl) acethydrazide derivative and sodium trifluoromethanesulfinate react in a solvent under the conditions of a photocatalyst and light irradiation to obtain a product. The method is carried out under mild conditions, the reaction system is simple, the method selectivity and yield are high, no other complex by-products are generated, and high purity is easy to achieve; the substrate is wide in application range and good in functional group tolerance; byproducts are few, and energy consumption is low. According to the method, visible light catalysis is adopted, free radical cyclization is achieved, sodium trifluoromethanesulfinate is used as a starting material, dimethyl sulfoxide is used as a solvent system, the reaction condition is simple, and the reaction efficiency is high.

The present disclosure provides methods of synthesizing a compound of Formula I. The method proceeds through several different pathways including a radical cyclization. Also disclosed are compositions the compound of Formula I as well as methods of using the compound of Formula I in the treatment several conditions or disorders.

The invention discloses a synthetic method for phenanthridine-6 (5H)-ketone compounds, comprising the following steps: N-([1,1'-biphenyl]-2-yl)-carbamoylhydrazide or its derivatives, an oxidant, and a solvent are sequentially added into a round-bottom flask, followed by reacting for 6 to 10 hours at 40-70 DEG C, cooling to room temperature, and concentrating the reaction solution under reduced pressure to remove the solvent, and separating by column chromatography to obtain phenanthridine-6 (5H)-ketone compounds. The synthetic method of the present invention belongs to a free radical reaction as analyzed from the reaction mechanism, and after the raw material is oxidized to remove the hydrazine group, intramolecular free radical cyclization occurs, and phenanthridine-6 (5H)-ketone compounds are finally generated, providing a new synthetic idea for constructing a phenanthridine ketone skeleton; and the synthetic method of the present invention: using a cheap and readily available oxidant, avoiding the use of a metal catalyst, and being environmentally friendly; having better atom economy and higher yield; mild reaction conditions, simple operation, and being convenient for industrialized production.

The present disclosure provides methods of synthesizing a compound of Formula I. The method proceeds through several different pathways including a radical cyclization. Also disclosed are compositions the compound of Formula I as well as methods of using the compound of Formula I in the treatment several conditions or disorders.

The invention provides and discloses a novel method for preparing an aryl abietane diterpene Plebein C. The novel method specifically comprises the following steps: carrying out carbonyl alpha-site substitution on 4, 4-dimethyl-2-cyclohexene-1-ketone to obtain a compound I; performing TBS protection to obtain a compound II; carrying out Luche reduction reaction to obtain a compound III; 3-hydroxy-4-methoxybenzaldehyde is subjected to a 2-position iodination reaction, and a compound IV is obtained; carrying out Wittig reaction to obtain a compound V; carrying out a Mitsunobu reaction between the compound III and a compound V to obtain a compound VI; performing free radical cyclization reaction to obtain a compound VII; performing benzyl oxidation to obtain a compound VIII; finally, carrying out oxidation and ring closing to obtain a pentacyclic intermediate compound IX of the Plebein C molecule; the preparation method is simple in synthetic route, cheap and easily available in reagent, high in yield and beneficial to industrial preparation of intermediates, and has extremely high popularization potential.