Synthesis of 3‐Indole Substituted Sulfonyl 4 H ‐Chromenes Using Recyclable Cyclometrix Polyphosphazene‐Base Catalysts

2021 ◽  
Vol 6 (9) ◽  
pp. 2335-2342
Author(s):  
Sirigireddy Sudharsan Reddy ◽  
Anuraj Varyambath ◽  
Reddi Mohan Naidu Kalla ◽  
Wenliang Song ◽  
Il Kim
Keyword(s):  
Base Catalysts

scholarly journals Metal-free oxidative cross-coupling enabled practical synthesis of atropisomeric QUINOL and its derivatives

2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Peng-Ying Jiang ◽  
Kai-Fang Fan ◽  
Shaoyu Li ◽  
Shao-Hua Xiang ◽  
Bin Tan
Keyword(s):  
Asymmetric Catalysis ◽  
Kinetic Resolution ◽  
Academic Research ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Industrial Applications ◽  
Lewis Base ◽  
Production Costs ◽  
Metal Free ◽  
Base Catalysts

AbstractAs an important platform molecule, atropisomeric QUINOL plays a crucial role in the development of chiral ligands and catalysts in asymmetric catalysis. However, efficient approaches towards QUINOL remain scarce, and the resulting high production costs greatly impede the related academic research as well as downstream industrial applications. Here we report a direct oxidative cross-coupling reaction between isoquinolines and 2-naphthols, providing a straightforward and scalable route to acquire the privileged QUINOL scaffolds in a metal-free manner. Moreover, a NHC-catalyzed kinetic resolution of QUINOL N-oxides with high selectivity factor is established to access two types of promising axially chiral Lewis base catalysts in optically pure forms. The utility of this methodology is further illustrated by facile transformations of the products into QUINAP, an iconic ligand in asymmetric catalysis.

scholarly journals Recoverable Phospha-Michael Additions Catalyzed by a 4-N,N-Dimethylaminopyridinium Saccharinate Salt or a Fluorous Long-Chained Pyridine: Two Types of Reusable Base Catalysts

Molecules ◽  
2021 ◽  
Vol 26 (4) ◽  
pp. 1159
Author(s):  
Eskedar Tessema ◽  
Vijayanath Elakkat ◽  
Chiao-Fan Chiu ◽  
Jing-Hung Zheng ◽  
Ka Long Chan ◽  
...  
Keyword(s):  
Michael Addition ◽  
Polar Solvent ◽  
Addition Reaction ◽  
High Yield ◽  
Addition Reactions ◽  
Polar Solvents ◽  
Unsaturated Bond ◽  
Base Catalysts ◽  
Michael Additions

Phospha-Michael addition, which is the addition reaction of a phosphorus-based nucleophile to an acceptor-substituted unsaturated bond, certainly represents one of the most versatile and powerful tools for the formation of P-C bonds, since many different electrophiles and P nucleophiles can be combined with each other. This offers the possibility to access many diversely functionalized products. In this work, two kinds of basic pyridine-based organo-catalysts were used to efficiently catalyze phospha-Michael addition reactions, the 4-N,N-dimethylaminopyridinium saccharinate (DMAP·Hsac) salt and a fluorous long-chained pyridine (4-Rf-CH2OCH2-py, where Rf = C11F23). These catalysts have been synthesized and characterized by Lu’s group. The phospha-Michael addition of diisopropyl, dimethyl or triethyl phosphites to α, β-unsaturated malonates in the presence of those catalysts showed very good reactivity with high yield at 80–100 °C in 1–4.5 h with high catalytic recovery and reusability. With regard to significant catalytic recovery, sometimes more than eight cycles were observed for DMAP·Hsac adduct by using non-polar solvents (e.g., ether) to precipitate out the catalyst. In the case of the fluorous long-chained pyridine, the thermomorphic method was used to efficiently recover the catalyst for eight cycles in all the reactions. Thus, the easy separation of the catalysts from the products revealed the outstanding efficacy of our systems. To our knowledge, these are good examples of the application of recoverable organo-catalysts to the DMAP·Hsac adduct by using non-polar solvent and a fluorous long-chained pyridine under the thermomorphic mode in phospha-Michael addition reactions.

scholarly journals Developing a Methodology for Catalytic Asymmetric Crotylation of Aldehydes

Synlett ◽  
2021 ◽  
Author(s):  
Andrei V. Malkov ◽  
Aleksandr E. Rubtsov
Keyword(s):  
Kinetic Resolution ◽  
Lewis Base ◽  
Chiral Auxiliaries ◽  
Organometallic Reagents ◽  
Total Syntheses ◽  
Base Catalysts ◽  
Homoallylic Alcohols ◽  
Stereogenic Centers ◽  
Long Time ◽  
Lewis Base Catalysts

AbstractAsymmetric crotylation has firmly earned a place among the set of valuable synthetic tools for stereoselective construction of carbon skeletons. For a long time the field was heavily dominated by reagents bearing stoichiometric chiral auxiliaries, but now catalytic methods are gradually taking center stage, and the area continues to develop rapidly. This account focuses primarily on preformed organometallic reagents based on silicon and, to some extent, boron. It narrates our endeavors to design new and efficient chiral Lewis base catalysts for the asymmetric addition of crotyl(trichloro)silanes to aldehydes. It also covers the development of a novel protocol for kinetic resolution of racemic secondary allylboronates to give enantio- and diastereomerically enriched linear homoallylic alcohols. As a separate topic, cross-crotylation of aldehydes by using enantiopure branched homoallylic alcohols as a source of crotyl groups is discussed. Finally, the synthetic credentials of the developed methodology are illustrated by total syntheses of marine natural products, in which crotylation plays a key role in setting up stereogenic centers.1 Introduction2 Pyridine N-Oxides as Lewis Base Catalysts3 Bipyridine N,N′-Dioxides as Lewis Base Catalysts4 Chiral Allylating Reagents5 Synthetic Applications6 Concluding Remarks

Heterogeneous base catalysts: Synthesis and application for biodiesel production – A review

2021 ◽  
pp. 125054
Author(s):  
Mani Jayakumar ◽  
Natchimuthu Karmegam ◽  
Marttin Paulraj Gundupalli ◽  
Kaleab Bizuneh Gebeyehu ◽  
Belete Tessema Asfaw ◽  
...  
Keyword(s):  
Biodiesel Production ◽  
Base Catalysts ◽  
Heterogeneous Base

One-pot synthesis of furfural derivatives from pentoses using solid acid and base catalysts

2014 ◽  
Vol 4 (4) ◽  
pp. 971-978 ◽  
Author(s):  
Mahiro Shirotori ◽  
Shun Nishimura ◽  
Kohki Ebitani
Keyword(s):  
Solid Acid ◽  
Acid Base ◽  
One Pot ◽  
Amberlyst 15 ◽  
Base Catalysts ◽  
One Pot Synthesis ◽  
Combined Use ◽  
Acid And Base

One-pot synthesis of (2-furanylmethylene)malononitrile, a Knoevenagel product of furfural with malononitrile, from xylose efficiently proceeded by combined use of acid Amberlyst-15 and acid-base Cr/hydrotalcites in 44% yield.

Super Hybrid Materials

2011 ◽  
Vol 700 ◽  
pp. 145-149 ◽  
Author(s):  
Tadafumi Adschiri ◽  
S. Takami ◽  
K. Minami ◽  
T. Yamagata ◽  
K. Miyata ◽  
...  
Keyword(s):  
Thermal Conductivity ◽  
Refractive Index ◽  
Supercritical Water ◽  
Metal Salt ◽  
High Surface ◽  
Functional Materials ◽  
High Refractive Index ◽  
High Thermal Conductivity ◽  
Base Catalysts ◽  
Supercritical Hydrothermal Synthesis

Various composite materials have been developed, but in many cases problems arise due to the combined materials such as fabrication becoming difficult because of the significant increase in viscosity, and transparency of the polymer is sacrificed. These issues can be overcome by controlling the nanointerface; however, this is considered as a difficult task since nanoparticles (NPs) easily aggregate in polymer matrices because of their high surface energy. Organic functionalization of inorganic NPs is required to increase affinity between NPs and polymers. For fabricating multi-functional materials, we proposed a new method to synthesize organic modified NPs by using supercritical water. Because organic molecules and metal salt aqueous solutions are miscible in supercritical water and water molecules serve as acid/base catalysts for the reactions, hybrid organic/inorganic NPs can be synthesized under the supercritical condition. The hybrid NPs show high affinity for the organic solvent and the polymer matrix, which leads to the fabrication of these super hybrid NPs. How to release the heat from the devices is the bottle neck of developing the future power devices, and thus nanohybrid materials of polymer and ceramics are required to achieve both high thermal conductivity and easy thin film flexible fabrication, namely trade-off functions. Surface modification of the BN particles via supercritical hydrothermal synthesis improves the affinity between BN and the polymers. This increases the BN loading ratio in the polymers, thus resulting in high thermal conductivity. Transparent dispersion of high refractive index NPs, such as TiO2 and ZrO2, in the polymers is required to fabricate optical materials. By adjusting the affinity between NPs and the polymers, we could fabricate super hybrid nanomaterials, which have flexiblility and high refractive index and transparency.

N-Methylmorpholine and Urotropine as Useful Base Catalysts in Baylis-Hillman Reaction

Synthesis ◽  
2004 ◽  
pp. 857-860 ◽  
Author(s):  
Palakodety Radha Krishna ◽  
Empati Raja Sekhar ◽  
V. Kannan
Keyword(s):  
Base Catalysts
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