Development of a Scalable Route for a Key Thiadiazole Building Block via Sequential Sandmeyer Bromination and Room-Temperature Suzuki–Miyaura Coupling

2020 ◽  
Vol 24 (2) ◽  
pp. 228-234 ◽  
Author(s):  
Gabriel Schäfer ◽  
Tony Fleischer ◽  
Muhamed Ahmetovic ◽  
Stefan Abele
Synthesis ◽  
2022 ◽  
Author(s):  
Dishu Zeng ◽  
Tianbao Yang ◽  
Niu Tang ◽  
Wei Deng ◽  
Jiannan Xiang ◽  
...  

A simple, mild, green and efficient method for the synthesis of 2-aminobenzamides was highly desired in organic synthesis. Herein, we developed an efficient, one-pot strategy for the synthesis of 2-aminobenzamides with high yields irradiated by UV light. 32 examples proceeded successfully by this photo-induced protocol. The yield reached up to 92%. The gram scale was also achieved easily. This building block could be applied in the preparation of quinazolinones derivatives. Amino acid derivatives could be employed smoothly at room temperature. Finally, a plausible mechanism was proposed.


2021 ◽  
Author(s):  
Quan-Xi Shi ◽  
Qian Li ◽  
Hang Xiao ◽  
Xiaoli Sun ◽  
Hongli Bao ◽  
...  

Carboxylic acids are widely available from both biomass and fossil sources on the earth. In comparison with multifunctional carboxylic acid containing chemicals those have been comprehensively used as building block...


RSC Advances ◽  
2014 ◽  
Vol 4 (86) ◽  
pp. 45969-45972 ◽  
Author(s):  
István Bors ◽  
József Kaizer ◽  
Gábor Speier ◽  
Michel Giorgi

2,3-Dihydro-2,2,2-triphenylphenanthro[9,10-d]-1,3,2-λ5-oxazaphospholes react with carbon dioxide in an overall second order reaction at room temperature to give 3H-phenanthro[9,10-d]oxazol-2-ones and triphenylphosphine oxide in good yields.


2020 ◽  
Author(s):  
Daniel Sheldon ◽  
Greg Coates ◽  
Mark Crimmin

<p>The rapid, room-temperature defluorosilylation of trifluoromethane, a highly potent greenhouse gas, has been achieved using a simple silyl lithium reagent. An extensive computational mechanistic analysis provides a viable reaction pathway and demonstrates the unexpected electrophilic nature of LiCF<sub>3</sub>. The reaction generates a bench stable fluorinated building block that shows promise as an easy-to-use difluoromethylating agent. The difluoromethyl group is an increasingly important bioisostere in active pharmaceutical ingredients, and therefore our methodology creates value from waste. The potential scalability of the process has been demonstrated by achieving the reaction on a gram-scale.</p>


Author(s):  
Veerappan Jeyachandran

<p>A new class of chiral pyrrolidinone was synthesized from (5S)-5-[(trityloxy)methyl] pyrrolidin-2-one (6) (Schemes 1 and 2). The synthetic design followed led to the insertion of various substituents at 1 and 5 of the pyrrolidinone moiety. Some of them possess two or three stereo centers, here configuration was retained under the mild condition. The new compounds also carry an imidazole moiety, which, along with the 2-pyrrolidinone template, may prove pivotal to several biological processes. The chiral pyrrolidinone (R) ring is incorporatedin various compounds with biological and pharmaceutical activities [1]. some of them are well known medicines, e.g., doxapram for patients with respiratory failure,piracetam for patients with Alzheimer’s seizures, and senile dementia, concussion and other neurological problems [2,3]. The properties and applications of pyroglutamic acid as a versatile building block in asymmetric synthesis has extensively been reviewed in the literature[4,5]. Some of them exhibited anti-inflammatory and antihypertensive activity [6,7]</p>


2005 ◽  
Vol 09 (11) ◽  
pp. 745-759 ◽  
Author(s):  
Kannan Muthukumaran ◽  
Syeda Huma H. Zaidi ◽  
Lianhe Yu ◽  
Patchanita Thamyongkit ◽  
Matthew E. Calder ◽  
...  

Dipyrrins are valuable precursors to dyes [dipyrrinatoboron difluoride, bis(dipyrrinato)-zinc(II) complexes] and serve as ligands in a variety of self-assembled materials. Six new dipyrrin-containing architectures have been synthesized. The architectures include bis(dipyrrinato) complexes containing copper(II) or palladium(II), a dipyrrin bearing a protected phosphonic acid unit, a porphyrin bearing two dipyrrins in a trans configuration, a linear diphenylethyne-linked dipyrromethane-dipyrrin building block, and a triad composed of two zinc porphyrins joined via an intervening bis(dipyrrinato)copper(II) complex. Two porphodimethenatozinc complexes were prepared and found to have Φ f ≤ 0.002 (in toluene at room temperature), which is substantially less than the analogous bis(dipyrrinato)zinc complexes. Taken together, the syntheses described herein should broaden access to dipyrrins for use as complexation motifs in supramolecular chemistry and as pigments in light-harvesting applications.


RSC Advances ◽  
2014 ◽  
Vol 4 (41) ◽  
pp. 21351-21360 ◽  
Author(s):  
Constantin Rabong ◽  
Christoph Schuster ◽  
Tibor Liptaj ◽  
Nadežda Prónayová ◽  
Vassil B. Delchev ◽  
...  

An NXO building block derived tetrapeptide mimic emulates a natural proline-glycine β-turn/hairpin in polar media, including water at room temperature.


Synlett ◽  
2017 ◽  
Vol 28 (20) ◽  
pp. 2886-2890 ◽  
Author(s):  
Anis Fahandej-Sadi ◽  
Rylan Lundgren

We report the Cu-promoted oxidative cross-coupling of α-fluoromalonate half-esters and aryl boron reagents to deliver mono­fluoro α-aryl acetates under mild conditions (in air at room temperature). The reaction uses a simple, readily available monofluorinated building block to generate arylated compounds with functional groups that are not easily tolerated by existing methods, such as aryl bromides, iodides, pyridines, and pyrimidines.


2012 ◽  
Vol 2012 (CICMT) ◽  
pp. 000228-000233
Author(s):  
Minoru Osada ◽  
Takayoshi Sasaki

Oxide nanosheets, which possess atomic or molecular thickness and infinite planar lengths, have increasingly attracted fundamental research interest because of their potential to be used as conductors, semiconductors, insulators, and even ferromagnets, depending on their chemical composition and how their atoms are arranged. An attractive aspect of oxide nanosheets is that nanosheets can be organized into various nanoarchitectures by applying solution-based synthetic techniques. It is even possible to tailor superlattice assemblies by tuning the number of nanosheets and their stacking sequences. Sophisticated functionalities or nanodevices can be designed through the selection of nanosheets and combining materials, and precise control over their arrangement at the molecular scale. We utilized oxide nanosheets as a building block in the bottom-up assembly, and successfully developed various functional nanofilms.


2020 ◽  
Author(s):  
Daniel Sheldon ◽  
Greg Coates ◽  
Mark Crimmin

<p>The rapid, room-temperature defluorosilylation of trifluoromethane, a highly potent greenhouse gas, has been achieved using a simple silyl lithium reagent. An extensive computational mechanistic analysis provides a viable reaction pathway and demonstrates the unexpected electrophilic nature of LiCF<sub>3</sub>. The reaction generates a bench stable fluorinated building block that shows promise as an easy-to-use difluoromethylating agent. The difluoromethyl group is an increasingly important bioisostere in active pharmaceutical ingredients, and therefore our methodology creates value from waste. The potential scalability of the process has been demonstrated by achieving the reaction on a gram-scale.</p>


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