Synthesis, Structure and Properties of Core‐Modified Calixporphyrinoids
Wiley Online Library » European Journal of Organic Chemistry
by Vratta Grover, Shubham Tiwari, Mangalampalli Ravikanth
4h ago
Calix[n]porphyrinoids containing both sp2 and sp3meso-carbons can bind metals like porphyrinoids and anions like calix[n]pyrroles. Thus, calix[n]porphyrinoids are hybrid macrocycles of porphyrinoids and calix[n]pyrroles. The core-modified calix[n]porphyrinoids resulted by replacing one or more pyrroles of calix[n]porphyrinoids with different heterocycles or carbacycles that possesses very attractive structural, spectral, and coordination properties. For the past two decades, several different types of core-modified calix[n]porphyrinoids in which one or more pyrroles were replaced with other he ..read more
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Synthesis, Structure, and Resolution of Functionalized Oxacalix[4]arenes with Planar Chirality via Dynamic SNAr Reaction
Wiley Online Library » European Journal of Organic Chemistry
by Yong Yang, Yin-Chong Yu, Min Xue, Wei-Wei Peng, Bo-Wen Xue, Qian-Shou Zong
4h ago
A pair of racemic oxacalix[4]arenes featuring planar chirality and a mesomer with  a symmetric plane were conveniently synthesized under mild conditions via a one-pot dynamic SNAr reaction and separated in 20% and 49% yields, respectively. X-ray single crystal analyses confirmed their structures unambiguously. The racemic mixture could further be resolved using HPLC on a chiral column. Time-dependent products distribution and interconversion between products with CsF as a catalyst were revealed by 1H NMR studies, convincing the dynamic nature of SNAr reaction ..read more
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Synthesis, Structure, and Properties of 1,3‐Diaryl‐7‐imino‐1,7‐dihydrobenzo[e][1,2,4]triazines: Products of Unexpected Conversion of Polyfluorinated Blatter Radicals
Wiley Online Library » European Journal of Organic Chemistry
by Dmitry Gulyaev, Andrey Serykh, Nurlan Gadimov, Pavel Shangin, Mikhail Syroeshkin, Egor Sosunov, Evgeny Tretyakov
4h ago
Derivatives of the first substituted 7-imino-1,7-dihydrobenzo[e][1,2,4]triazines, namely 1-(2,3,5,6-tetrafluoropyridin-4-yl)-N,3-diphenyl-7-(phenylimino)-1,7-dihydrobenzo[e][1,2,4]triazin-6-amine and 1-(pentafluorophenyl)-N-phenyl-7-(phenylimino)-3-(2,3,4,5-tetrafluorophenyl)-1,7-dihydrobenzo[e][1,2,4]triazin-6-amine, were unexpectedly isolated as the only products in yields of about 20-30% after an attempt to obtain Blatter radicals from the corresponding amidrazones bearing polyfluorinated electron-withdrawing substituents. All new compounds were fully characterized, and their molecular and ..read more
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Dynamic Thermodynamic Resolution of Unprotected Amino Acids Using Ni(II) Chiral Schiff Bases
Wiley Online Library » European Journal of Organic Chemistry
by Arina Nakano, Akari Hayashi, Keita Nagaoka, Hiroki Moriwaki, Kunisuke Izawa, Shigekazu Yano, Hiroyuki Konno
1d ago
Dynamic thermodynamic resolution of amino acids (AAs) using Ni(II) chiral Schiff bases is one of the simplest and most efficient methods to obtain optically active AAs. A comparison of the reactivity of 36 rac-AAs with the Ni(II) complex revealed that this method can be easily applied to dynamic thermodynamic resolution and S/R interconversion of AAs with unprotected active functional groups. It can also be really applied for the side-chain modification of AA derivatives with active functional groups on the Ni(II) complex. Furthermore, the antimicrobial activities of the sy ..read more
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Exploration of Synthetic Potential of 2‐Chloro‐Quinoline‐3‐Carbaldehyde
Wiley Online Library » European Journal of Organic Chemistry
by VIPIN KUMAR, Shubham Sharma, Vaishali ., Dharmender Singh, Chandi C Malakar, Virender Singh
1d ago
Quinoline is one of the most important simple nitrogen heterocycles, being widespread in nature and present in a broad variety of pharmacologically active compounds. Specifically, quinoline is renowned antimalarial agents from several past decades and showed strong potential in this field. 3-Formyl-quinoline is a versatile precursor which transformed through the several easy methods into a wide range of biologically valuable scaffolds. The exploration of 3-formyl-quinoline gained much more attention to medicinal chemists in the field of drug discovery to design and synthesize new fused/tethere ..read more
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NaBH4 induced chemoselective mechanochemical neat synthesis of bio‐active dihydrofuran/ ε‐hydroxy‐α,β‐unsaturated esters and synthetic application to isoindoles.
Wiley Online Library » European Journal of Organic Chemistry
by Shubhankar Samanta, Paritosh Barik, Chandan Kumar Pal, Sudipta Chakraborty, Sk Abulkalam Azad, Prasanta Patra, Rathin Jana, Mijanur Rahaman Molla
1d ago
The synthesis of small heterocycles under neat mechanochemical conditions is of great interest in the field of drug design because most of the commercially available drugs contain at least one heterocyclic unit. The sodium borohydride (NaBH4) promoted reductive cyclization to fused dihydrofuran under grinding technique is one of the compendium additions for the clean future. The development of chemoselective reduction under silica-gel supported conditions represents significant progress in organic synthesis, offering a versatile and efficient method for selective reduction of specific function ..read more
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Amide‐derived Norbornadienes: Towards Efficient Molecular Solar Thermal Systems in Polar Solvents
Wiley Online Library » European Journal of Organic Chemistry
by Alberto Gimenez-Gomez, Nil Sanosa, Victor Pozo-Gavara, Sara Hernáez-Troya, Diego Sampedro, Ignacio Funes-Ardoiz
1d ago
Solar energy harvesting is a promising alternative to the escalating energy demand. Among emerging technologies, MOlecular Solar Thermal (MOST) systems offer exciting avenues for solar fuel generation. However, their widespread application is partially hindered by the use of environmentally problematic and potentially hazardous organic non-polar solvents, such as toluene. Addressing this challenge, we here developed a series of four norbornadienes (NBDs) featuring symmetric amide substituents via functionalization of the readily available diacid substituted NBD. These compounds exhibit enhance ..read more
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NaBH4 induced chemoselective mechanochemical neat synthesis of bio‐active dihydrofuran/ ε‐hydroxy‐α,β‐unsaturated esters and synthetic application to isoindoles.
Wiley Online Library » European Journal of Organic Chemistry
by Shubhankar Samanta, Paritosh Barik, Chandan Kumar Pal, Sudipta Chakraborty, Sk Abulkalam Azad, Prasanta Patra, Rathin Jana, Mijanur Rahaman Molla
2d ago
The synthesis of small heterocycles under neat mechanochemical conditions is of great interest in the field of drug design because most of the commercially available drugs contain at least one heterocyclic unit. The sodium borohydride (NaBH4) promoted reductive cyclization to fused dihydrofuran under grinding technique is one of the compendium additions for the clean future. The development of chemoselective reduction under silica-gel supported conditions represents significant progress in organic synthesis, offering a versatile and efficient method for selective reduction of specific function ..read more
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Amide‐derived Norbornadienes: Towards Efficient Molecular Solar Thermal Systems in Polar Solvents
Wiley Online Library » European Journal of Organic Chemistry
by Alberto Gimenez-Gomez, Nil Sanosa, Victor Pozo-Gavara, Sara Hernáez-Troya, Diego Sampedro, Ignacio Funes-Ardoiz
2d ago
Solar energy harvesting is a promising alternative to the escalating energy demand. Among emerging technologies, MOlecular Solar Thermal (MOST) systems offer exciting avenues for solar fuel generation. However, their widespread application is partially hindered by the use of environmentally problematic and potentially hazardous organic non-polar solvents, such as toluene. Addressing this challenge, we here developed a series of four norbornadienes (NBDs) featuring symmetric amide substituents via functionalization of the readily available diacid substituted NBD. These compounds exhibit enhance ..read more
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Stable and Reusable Pd/Cu Bimetallic Nanoparticle Catalysts for the Synthesis of Hydroxy Isoindolones by Domino C‐H Activation and Annulation
Wiley Online Library » European Journal of Organic Chemistry
by Govindasamy Sekar, Gollapalli Narasimha Rao, Mousumi Behera, Krishnamoorthy Kathirvel
2d ago
A stable and reusable bimetallic nanoparticles (Pd/Cu-Binapthyl Nanoparticles) catalyzed synthesis of 3-hydroxyisoindolin-1-ones/thiones has been developed using domino C-H activation and annulation. The reaction's scope was examined utilizing a variety of N-alkoxy benzamide/benzothioamide derivatives and benzaldehydes, which yielded moderate to good yields of 3-hydroxyisoindolin-1-ones/thiones, one of which was used to synthesize the BRD4 inhibitor. A gram-scale synthesis is added to the model reaction. The Pd/Cu- Binapthyl nanocatalyst has been recovered and reused up to four times without a ..read more
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