Copper-catalyzed cascade three-component azide–alkyne cycloaddition/condensation/transesterification: easy access to 3-triazolylcoumarins

2020 ◽  
Vol 44 (28) ◽  
pp. 12266-12273
Author(s):  
Xinwei He ◽  
Ruxue Li ◽  
Mengqing Xie ◽  
Jiahui Duan ◽  
Qiang Tang ◽  
...  
Keyword(s):  
Multicomponent Reaction ◽  
Cascade Reaction ◽  
Easy Access ◽  
One Pot ◽  
Efficient Strategy

A novel and efficient strategy has been developed for the synthesis of 3-triazolylcoumarins in a one-pot, copper-catalyzed multicomponent reaction involving a cascade reaction of salicylaldehydes, ethyl 2-azidoacetate, and arylacetylenes.

Easy Access to Quinolin-2(1H)-ones via a One-Pot Tandem Oxa-Michael–Aldol Sequence

Synlett ◽  
2017 ◽  
Vol 28 (14) ◽  
pp. 1724-1728 ◽  
Author(s):  
Lucie Jarrige ◽  
Jeremy Merad ◽  
Siwar Zaied ◽  
Florent Blanchard ◽  
Géraldine Masson
Keyword(s):  
Easy Access ◽  
Tandem Reaction ◽  
One Pot ◽  
Efficient Strategy

An efficient strategy for the synthesis of a variety of quinolin-2(1H)-one derivatives has been developed. The reaction proceeded from cinnamide derivatives via a tandem reaction in the presence of NaOH to afford the corresponding 2- quinolin-2(1H)-one derivatives in good to excellent yields.

scholarly journals An Artificial Intelligence that Discovers Unpredictable Chemical Reactions

2020 ◽  
Author(s):  
Dario Caramelli ◽  
Jaroslaw Granda ◽  
Dario Cambié ◽  
Hessam Mehr ◽  
Alon Henson ◽  
...  
Keyword(s):  
Neural Network ◽  
Artificial Intelligence ◽  
Deep Learning ◽  
Convolutional Neural Network ◽  
Chemical Reactions ◽  
Multicomponent Reaction ◽  
Cascade Reaction ◽  
One Pot ◽  
Single Substrate ◽  
Set Up

<p><b>We present an artificial intelligence, built to autonomously explore chemical reactions in the laboratory using deep learning. The reactions are performed automatically, analysed online, and the data is processed using a convolutional neural network (CNN) trained on a small reaction dataset to assess the reactivity of reaction mixtures. The network can be used to predict the reactivity of an unknown dataset, meaning that the system is able to abstract the reactivity assignment regardless the identity of the starting materials. The system was set up with 15 inputs that were combined in 1018 reactions, the analysis of which lead to the discovery of a ‘multi-step, single-substrate’ cascade reaction and a new mode of reactivity for methylene isocyanides. <i>p</i>-Toluenesulfonylmethyl isocyanide (TosMIC) in presence of an activator reacts consuming six equivalents of itself to yield a trimeric product in high (unoptimized) yield (47%) with formation of five new C-C bonds involving <i>sp</i>-<i>sp<sup>2</sup></i> and <i>sp</i>-<i>sp<sup>3</sup></i> carbon centres. A cheminformatics analysis reveals that this transformation is both highly unpredictable and able to generate an increase in complexity like a one-pot multicomponent reaction.</b></p>

scholarly journals An Artificial Intelligence that Discovers Unpredictable Chemical Reactions

2020 ◽  
Author(s):  
Dario Caramelli ◽  
Jaroslaw Granda ◽  
Dario Cambié ◽  
Hessam Mehr ◽  
Alon Henson ◽  
...  
Keyword(s):  
Neural Network ◽  
Artificial Intelligence ◽  
Deep Learning ◽  
Convolutional Neural Network ◽  
Chemical Reactions ◽  
Multicomponent Reaction ◽  
Cascade Reaction ◽  
One Pot ◽  
Single Substrate ◽  
Set Up

<p><b>We present an artificial intelligence, built to autonomously explore chemical reactions in the laboratory using deep learning. The reactions are performed automatically, analysed online, and the data is processed using a convolutional neural network (CNN) trained on a small reaction dataset to assess the reactivity of reaction mixtures. The network can be used to predict the reactivity of an unknown dataset, meaning that the system is able to abstract the reactivity assignment regardless the identity of the starting materials. The system was set up with 15 inputs that were combined in 1018 reactions, the analysis of which lead to the discovery of a ‘multi-step, single-substrate’ cascade reaction and a new mode of reactivity for methylene isocyanides. <i>p</i>-Toluenesulfonylmethyl isocyanide (TosMIC) in presence of an activator reacts consuming six equivalents of itself to yield a trimeric product in high (unoptimized) yield (47%) with formation of five new C-C bonds involving <i>sp</i>-<i>sp<sup>2</sup></i> and <i>sp</i>-<i>sp<sup>3</sup></i> carbon centres. A cheminformatics analysis reveals that this transformation is both highly unpredictable and able to generate an increase in complexity like a one-pot multicomponent reaction.</b></p>

Iron-Catalysed Radical Cyclization to Synthesize Germanium-Substituted Indolo[2,1-a]isoquinolin-6(5H)-ones and Indolin-2-ones

2021 ◽  
Author(s):  
Yani Luo ◽  
Tian Tian ◽  
Yasushi Nishihara ◽  
Leiyang Lv ◽  
Zhiping Li
Keyword(s):  
Radical Cyclization ◽  
One Pot ◽  
Efficient Strategy

A simple and efficient strategy for iron-catalysed cascade radical cyclization was developed, by which an array of germanium-substituted indolo[2,1-a]isoquinolin-6(5H)-ones and indolin-2-ones were obtained in one pot with germanium hydrides as...

ChemInform Abstract: Synthesis of Benzo[c]fluorenone Through a One-Pot Cascade Reaction Using Inden-1-one Derivatives.

ChemInform ◽  
2014 ◽  
Vol 45 (24) ◽  
pp. no-no
Author(s):  
Shuyan Zheng ◽  
Hongsheng Tan ◽  
Xiaoguang Zhang ◽  
Chunhui Yu ◽  
Zhengwu Shen
Keyword(s):  
Cascade Reaction ◽  
One Pot
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