scholarly journals Continuous-Flow Synthesis of Thioureas, Enabled by Aqueous Polysulfide Solution

Molecules ◽  
2021 ◽  
Vol 26 (2) ◽  
pp. 303
Author(s):  
András Gy. Németh ◽  
Renáta Szabó ◽  
György Orsy ◽  
István M. Mándity ◽  
György M. Keserű ◽  
...  

We have developed the continuous-flow synthesis of thioureas in a multicomponent reaction starting from isocyanides, amidines, or amines and sulfur. The aqueous polysulfide solution enabled the application of sulfur under homogeneous and mild conditions. The crystallized products were isolated by simple filtration after the removal of the co-solvent, and the sulfur retained in the mother liquid. Presenting a wide range of thioureas synthesized by this procedure confirms the utility of the convenient continuous-flow application of sulfur.

RSC Advances ◽  
2019 ◽  
Vol 9 (4) ◽  
pp. 2199-2204 ◽  
Author(s):  
Chuan-Tao Zhang ◽  
Rui Zhu ◽  
Zheng Wang ◽  
Bing Ma ◽  
Adrian Zajac ◽  
...  

Continuous flow method for parallel synthesis of diaryl ketones using commercially available reagents.


Synlett ◽  
2018 ◽  
Vol 29 (07) ◽  
pp. 894-897 ◽  
Author(s):  
Mehdi Khalaj ◽  
Nasrin Farahani ◽  
Mahdieh Sadeghpour ◽  
Halimeh Rajabzadeh ◽  
Seyed Khatami

We report a catalytic multicomponent reaction of isocyanides, oxiranes, and malonates under mild conditions, allowing the transformation of a wide range of substrates into 5,6-dihydropyran-2-one products in acceptable yields. We have also examined the leaving group selectivity using an unsymmetrical malonate. This novel method demonstrates the benefits of combining different activation modes in oxiranes.


2018 ◽  
Vol 14 ◽  
pp. 1917-1936 ◽  
Author(s):  
Mrityunjay K Sharma ◽  
Roopashri B Acharya ◽  
Chinmay A Shukla ◽  
Amol A Kulkarni

The multistep flow synthesis of complex molecules has gained momentum over the last few years. A wide range of reaction types and conditions have been integrated seamlessly on a single platform including in-line separation as well as monitoring. Beyond merely getting considered as ‘flow version’ of conventional ‘one-pot synthesis’, multistep flow synthesis has become the next generation tool for creating libraries of new molecules. Here we give a more ‘engineering’ look at the possibility of developing a ‘unified multistep flow synthesis platform’. A detailed analysis of various scenarios is presented considering 4 different classes of drugs already reported in the literature. The possible complexities that an automated and controlled platform needs to handle are also discussed in detail. Three different design approaches are proposed: (i) one molecule at a time, (ii) many molecules at a time and (iii) cybernetic approach. Each approach would lead to the effortless integration of different synthesis stages and also at different synthesis scales. While one may expect such a platform to operate like a ‘driverless car’ or a ‘robo chemist’ or a ‘transformer’, in reality, such an envisaged system would be much more complex than these examples.


Author(s):  
Birgit Meindl ◽  
Katharina Pfennigbauer ◽  
Berthold Stöger ◽  
Martin Heeney ◽  
Florian Glöcklhofer

Anthracene derivatives have been used for a wide range of applications and many different synthetic methods for their preparation have been developed. However, despite continued synthetic efforts, introducing substituents in some positions has remained difficult. Here we present a method for the synthesis of 2,3,6,7-substituted anthracene derivatives, one of the most challenging anthracene substitution patterns to obtain. The method is exemplified by the preparation of 2,3,6,7-anthracenetetracarbonitrile and employs a newly developed, stable protected 1,2,4,5-benzenetetracarbaldehyde as the precursor. The precursor can be obtained in two scalable synthetic steps from 2,5-dibromoterephthalaldehyde and is converted into the anthracene derivative by a double intermolecular Wittig reaction under very mild conditions followed by a deprotection and intramolecular double ring-closing condensation reaction. Further modification of the precursor is expected to enable the introduction of additional substituents in other positions and may even enable the synthesis of fully substituted anthracene derivatives by the presented approach.<br>


2021 ◽  
Author(s):  
Yan Wu ◽  
Jin-Yang Chen ◽  
Jing Ning ◽  
Xue Jiang ◽  
Jie Deng ◽  
...  

An electrochemical multicomponent reaction was established under catalyst-, chemical-oxidant-free and mild conditions, which provides an eco-friendly and simple protocol for constructing 4-selanylpyrazoles from easily available raw materials with high yields.


Author(s):  
Lais S. D. Azevedo ◽  
Anderson R. Aguillon ◽  
Marcelo T. Lima ◽  
Raquel A. C. Leão ◽  
Rodrigo O. M. A. de Souza

Author(s):  
Xiaojun Wei ◽  
Stephen V. Kershaw ◽  
Xiaodan Huang ◽  
Mingxia Jiao ◽  
Chau Chun Beh ◽  
...  

Author(s):  
Carsten J. Schmiegel ◽  
Patrik Berg ◽  
Franziska Obst ◽  
Roland Schoch ◽  
Dietmar Appelhans ◽  
...  

2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Shi Cao ◽  
Wei Hong ◽  
Ziqi Ye ◽  
Lei Gong

AbstractThe direct and selective C(sp3)-H functionalization of cycloalkanes and alkanes is a highly useful process in organic synthesis owing to the low-cost starting materials, the high step and atom economy. Its application to asymmetric catalysis, however, has been scarcely explored. Herein, we disclose our effort toward this goal by incorporation of dual asymmetric photocatalysis by a chiral nickel catalyst and a commercially available organophotocatalyst with a radical relay strategy through sulfur dioxide insertion. Such design leads to the development of three-component asymmetric sulfonylation involving direct functionalization of cycloalkanes, alkanes, toluene derivatives or ethers. The photochemical reaction of a C(sp3)-H precursor, a SO2 surrogate and a common α,β-unsaturated carbonyl compound proceeds smoothly under mild conditions, delivering a wide range of biologically interesting α-C chiral sulfones with high regio- and enantioselectivity (>50 examples, up to >50:1 rr and 95% ee). This method is applicable to late-stage functionalization of bioactive molecules, and provides an appealing access to enantioenriched compounds starting from the abundant hydrocarbon compounds.


Sign in / Sign up

Export Citation Format

Share Document