42201-71-8Relevant articles and documents
Monosubstituted 3,3-Difluorocyclopropenes as Bench-Stable Reagents: Scope and Limitations
Nosik, Pavel S.,Pashko, Mykola O.,Poturai, Andrii S.,Kvasha, Denys A.,Pashenko, Alexander E.,Rozhenko, Alexander B.,Suikov, Sergiy,Volochnyuk, Dmitriy M.,Ryabukhin, Sergey V.,Yagupolskii, Yurii L.
, p. 6604 - 6615 (2021/12/08)
A general approach to gem-difluorocyclopropenes synthesis based on the reaction of alkynes with Ruppert-Prakash reagent is reported. The proposed method is evaluated for the synthesis of a wide difluorocyclopropenes scope based on their bench lifespan and hydrolytic stability. The tolerance of the method for common functional groups was shown. Previously unavailable difluorocyclopropenes substituted with aliphatic were prepared using the proposed procedure. The retain of stability was proven by the multigram scale synthesis and further storage in the temperature interval ?78 to ?4 °C over a year. This makes them attractive building blocks and intermediates for organic synthesis. The reasons for dropping stability were defined. The relations between the structure of the substituents and the stability of the difluorocyclopropene ring were determined and discussed.
N-triflyl-propiolamides: Preparation and transamidation reactions
Fiore, Vito A.,Maas, Gerhard
, p. 3586 - 3595 (2019/05/27)
N-Trifluoromethylsulfonyl-propiolamides have been prepared by two methods: a) N-triflation of secondary acetylenic carboxanilides, prepared in two steps from terminal alkynes, with triflic anhydride (Tf2O) and b) from terminal alkynes and an aryl or alkyl isocyanate followed by Tf2O in a consecutive one-pot reaction. The title compounds are bench-stable and insensitive to water and alcohols but amenable to transamidation reactions with a wide range of amine nucleophiles. Conversely, they are excellent reagents for the propynoylation of ammonia, primary and secondary amines, anilines, and hydrazines.
A pesticide silicon saisai fungus amine synthesis method
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Paragraph 0026; 0027; 0028; 0035; 0036; 0037; 0043-0045, (2019/05/28)
The invention belongs to the technical field of organic synthesis and provides a method for synthesizing a pesticide Silthiopham. The method is used for solving the problem of the pesticide Silthiopham synthesis process at present that the yield of exchange reaction is low. The method comprises the steps of (1) enabling trimethylsilyl acetylene, which serves as a raw material, to react with methyl chloroformate in the presence of an organic base under the protection of inert gas so as to obtain trimethylsilyl methyl propiolate; (2) enabling trimethylsilyl methyl propiolate to react with 3-mercapto-2-butanone in the presence of a basic catalyst so as to obtain 4,5-dimethyl-2-(trimethylsilyl)thiophen-3-methyl formate; and (3) enabling 4,5-dimethyl-2-(trimethylsilyl)thiophen-3-methyl formate to react with allyl amine in the presence of a catalyst, thereby obtaining the end product pesticide Silthiopham. According to the method, the used raw materials are cheap and readily-available, the route is simple, the overall yield is relatively high, and the consumption of reagents causing serious environmental pollution such as tert-butyl nitrous acid (t-BuONO) and thionyl chloride is avoided.
