Continuous-Flow Photochemical Transformations of 1,4-Naphthoquinones and Phthalimides in a Concentrating Solar Trough Reactor

2020 ◽  
Vol 73 (12) ◽  
pp. 1149
Author(s):  
Madyan A. Yaseen ◽  
Saira Mumtaz ◽  
Richard L. Hunter ◽  
Daniel Wall ◽  
Mark J. Robertson ◽  
...  

A series of photochemical transformations has been successfully conducted under continuous-flow conditions in a concentrating solar trough reactor. Photoacylations and [2+2]-photocycloadditions involving 1,4-naphthoquinones gave the corresponding photoproducts in moderate to high yields with residence times of 70min. Likewise, acetone-sensitized photodecarboxylations involving phthalimides furnished the corresponding benzylated hydroxy phthalimidines in good to excellent yields and purity with residence times of 40min. Compared with corresponding exposures to direct sunlight conducted in a solar float, flow operation generally gave superior conversions and subsequent yields.

2020 ◽  
Vol 73 (12) ◽  
pp. 1301
Author(s):  
Madyan A. Yaseen ◽  
Saira Mumtaz ◽  
Richard L. Hunter ◽  
Daniel Wall ◽  
Mark J. Robertson ◽  
...  

A series of photochemical transformations has been successfully conducted under continuous-flow conditions in a concentrating solar trough reactor. Photoacylations and [2+2]-photocycloadditions involving 1,4-naphthoquinones gave the corresponding photoproducts in moderate to high yields with residence times of 70min. Likewise, acetone-sensitized photodecarboxylations involving phthalimides furnished the corresponding benzylated hydroxy phthalimidines in good to excellent yields and purity with residence times of 40min. Compared with corresponding exposures to direct sunlight conducted in a solar float, flow operation generally gave superior conversions and subsequent yields.


Synlett ◽  
2019 ◽  
Vol 31 (05) ◽  
pp. 487-491
Author(s):  
Jonathan Devlin ◽  
Richard Clogher ◽  
Marcus Baumann

Starting from phenylhydrazine and glucose, a versatile cinnoline scaffold was obtained on a multigram scale and further derivatized. A simple continuous-flow hydrogenation process permits the conversion of selected cinnolines into their 1,4-dihydrocinnoline counterparts. These products are generated in high yields and high purities with residence times of less than one minute and, along with their cinnoline precursors, are expected to serve as valuable heterocyclic building blocks for future medicinal chemistry programs.


2016 ◽  
Vol 12 ◽  
pp. 2614-2619 ◽  
Author(s):  
Riccardo Porta ◽  
Alessandra Puglisi ◽  
Giacomo Colombo ◽  
Sergio Rossi ◽  
Maurizio Benaglia

The metal-free reduction of nitro compounds to amines mediated by trichlorosilane was successfully performed for the first time under continuous-flow conditions. Aromatic as well as aliphatic nitro derivatives were converted to the corresponding primary amines in high yields and very short reaction times with no need for purification. The methodology was also extended to the synthesis of two synthetically relevant intermediates (precursors of baclofen and boscalid).


1985 ◽  
Vol 50 (11) ◽  
pp. 2545-2557
Author(s):  
Pavel Hasal ◽  
Vladimír Kudrna ◽  
Jitka Vyhlídková

The paper is focused on a theoretical analysis of the function of continuous flow mixer with the so-called gamma-distribution of fluid residence times, used as a linear filter smoothing undesirable fluctuations of input properties. A relation is derived expressing the degree of smoothing of the signal passing through the system, as a function of statistical parameters of this signal and of gamma-distribution of fluid-residence times in the mixer. The analysis of this relation leads to conclusions concerning the prediction of the operation of smoothing mixers or the design of their basic parameters.


2021 ◽  
Vol 50 (7) ◽  
pp. 2493-2500
Author(s):  
Sara Rojas ◽  
Jorge A. R. Navarro ◽  
Patricia Horcajada

A defective Metal-Organic Frameworks as an improved material for the construction of a fixed-bed system working under continuous flow conditions for the removal of the emerging contaminant atenolol.


Tetrahedron ◽  
2021 ◽  
pp. 132305
Author(s):  
Harry R. Smallman ◽  
Jamie A. Leitch ◽  
Tom McBride ◽  
Steven V. Ley ◽  
Duncan L. Browne

Author(s):  
Paolo Zardi ◽  
Michele Maggini ◽  
Tommaso Carofiglio

AbstractThe post-functionalization of porphyrins through the bromination in β position of the pyrrolic rings is a relevant transformation because the resulting bromoderivatives are useful synthons to covalently link a variety of chemical architectures to a porphyrin ring. However, single bromination of porphyrins is a challenging reaction for the abundancy of reactive β-pyrrolic positions in the aromatic macrocycle. We herein report a synthetic procedure for the efficient preparation of 2-bromo-5,10,15,20-tetraphenylporphyrin (1) under continuous flow conditions. The use of flow technology allows to reach an accurate control over critical reaction parameters such as temperature and reaction time. Furthermore, by performing the optimization process through a statistical DoE (Design of Experiment) approach, these parameters could be properly adjusted with a limited number of experiments. This process led us to a better understanding of the relevant factors that govern porphyrins monobromination and to obtain compound 1 with an unprecedent 80% yield.


RSC Advances ◽  
2014 ◽  
Vol 4 (26) ◽  
pp. 13620-13625 ◽  
Author(s):  
Amanda S. de Miranda ◽  
Rodrigo O. M. A. de Souza ◽  
Leandro S. M. Miranda

The chemoenzymatic dynamic kinetic resolution of (+/−)-α-methylbenzylamine under continuous flow conditions in the presence of Pd/BaSO4as racemization catalyst and ammonium formate as reductant is described.


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