Synthetic Communications

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ISSN / EISSN : 0039-7911 / 1532-2432
Published by: Informa UK Limited (10.1080)
Total articles ≅ 17,095
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Kumari Neha, Faraat Ali, Kashif Haider, Shaik Khasimbi,
Published: 17 October 2021
Synthetic Communications pp 1-19; https://doi.org/10.1080/00397911.2021.1986843

Abstract:
The current gathering is intended for examining the synthesis of a chemical moiety, oxazole. Oxazole is a vital heterocycle moiety, devouring effective healing action with three loci for substitution. Oxazole nucleus comprises one pyridine type nitrogen and a single oxygen atom in a heterocyclic system that has been inspected in the expansion of novel molecules relying upon various substitutions with encouraging pharmaceutical possessions. This review focuses on 47 synthetic schemes involving radiation, metal-mediated, one-pot, and other approaches for oxazoles and their derivatives, which headed to the improvement of new-fangled man-made methods along with modifications of standard approaches. These therapeutically active oxazole conjugates have fascinated plentiful investigators globally to scout and synthesize this attractive skeleton for clinically innovative latent beneficial intermediates. Graphical Abstract
, Gauri Duarah, Mintu Pal
Published: 14 October 2021
Synthetic Communications pp 1-8; https://doi.org/10.1080/00397911.2021.1989598

Abstract:
A straightforward and efficient synthesis of tryptanthrin derivatives has been accomplished by the addition reaction of isatoic anhydrides and isatins under microwave irradiation. This decarboxylative and dehydrative addition reaction proceeded under solvent free conditions. In vitro cell based bioassay results revealed that 3ab and 3bb had unique cytotoxicity and selectivity with IC50 values of 5.90 ± 3.65 μM and 1.96 ± 0.83 μM, respectively in DU145 cells and they were found to be nontoxic to normal prostate epithelial RWPE-1 cells up to 25 μM. Graphical Abstract
Chaithra Nagaraju, Swarup Hassan Ashok, Yatheesh Narayana, Sandhya C. Nagarakere, ,
Published: 11 October 2021
Synthetic Communications pp 1-10; https://doi.org/10.1080/00397911.2021.1986840

Abstract:
A protocol has been devised for the synthesis of 3-substituted 5-amino-1,2,4-thiadiazoles utilizing isothiocyanates, amidoximes and water as an eco-friendly solvent. The strategy involves consecutive C−N and S−N bonds formation in a one-pot reaction under catalyst-free conditions. Operational simplicity, low cost, broad substrate scope and readily available starting materials are the main features of this protocol. Graphical Abstract
Brad J. Austermuehle, Erin S. Collins, Christopher G. Hamaker,
Published: 11 October 2021
Synthetic Communications pp 1-9; https://doi.org/10.1080/00397911.2021.1981943

Abstract:
A new synthetic methodology has been developed for the synthesis of N-alkyl and N-aryl arenesulfinamides. The methodology involved reacting arenesulfinic acids (R = -Me, -H, -Cl) with 1,1’-carbonyldiimidazole (CDI) to form the reactive intermediate, an arenesulfinylimidazole. This intermediate was then reacted with both primary and secondary amines to yield the corresponding N-alkyl sulfinamides in yields up to 90%. While the overall yields ranged from 52% to 90%, the level of diastereoselection with racemic or enantiomerically enriched amines only reached a level of 54:46 favoring the major diastereomer as determined by analysis of the 500 MHz 1H NMR spectra. A series of aniline derivatives were also investigated as coupling partners and were found to form the N-aryl arenesulfinamide in good yield. Graphical Abstract
Zhitao Ning, Zheng Xu, Ruikai Liu,
Published: 11 October 2021
Synthetic Communications pp 1-9; https://doi.org/10.1080/00397911.2021.1983603

Abstract:
A simple oxidative cross-coupling reaction between vinyl azides and sodium sulfinates was developed. This reaction uses commercial arylsulfinates that are more efficient, cheaper, and more stable as sulfonylation reagents, for efficiently, cheaply, and environmentally friendly synthesis of β-keto sulfones. And the reaction has the advantages of simple operation, high efficiency, good yield, and also has a wide range of functional group tolerance. Graphical Abstract
Sanjeev Dhawan, Pankaj Sanjay Girase, Vishal Kumar,
Published: 11 October 2021
Synthetic Communications pp 1-11; https://doi.org/10.1080/00397911.2021.1989597

Abstract:
We report transamidation protocol to synthesize a range of secondary and tertiary amides from weakly nucleophilic aromatic and hetero-aryl amines with low reactive formamide derivatives, utilizing hydrochloric acid as catalyst. This current acid mediated strategy is beneficial because it eliminates the need for a metal catalyst, promoter or additives in the reaction, simplifies isolation and purification. Notably, this approach conventionally used to synthesize molecules on gram scales with excellent yields and a high tolerance for functional groups. Graphical Abstract
Idriss Mahamoud Aouled,
Published: 9 October 2021
Synthetic Communications pp 1-14; https://doi.org/10.1080/00397911.2021.1988107

Abstract:
In this work, (3,5-bis((4,6-dichloro-1,3,5-triazine-2-yl)oxy)phenyl)methanol was obtained by reacting cyanuric chloride with 3,5-dihydroxybenzyl alcohol at 0 °C. Then, s-triazine bridged calixarene codded as L1 was obtained by reacting the compounds with 3,5-dihydroxybenzyl alcohol. Targed ligands, which we code as L2 and L3, were obtained from the reaction of the L1 coded compound with 4-aminobenzoic acid or 4-hydroxybenzoic acid, respectively. [MSalen/Saloph] capped s-triazine bridged calixarene complexes were obtained from the reaction of the L2 or L3 codded ligand and the [(MSalen/Saloph)2O] (M = Cr3+, Fe3+, Co3+) starting complexes in 1,4-dioxane media. The ligands and complexes were characterized by using 1H-NMR, FT-IR spectroscopy, UV-Vis spectroscopies, magnetic susceptibility, TGA-DTA and elemental analysis techniques. Metal contents of the complexes were determined by using ICP-AES spectroscopy. Calixarenes can be used in many areas such as chiral phase transfer catalyst, recognition of enantiomers, stationary phase in chromatography, recovery of heavy and precious metals molecules or ions from environmental wastes. Graphical Abstract
Husena Aamra, Farooq-Ahmad Khan, Humera Jahan, Munira Zafar, ,
Published: 7 October 2021
Synthetic Communications pp 1-9; https://doi.org/10.1080/00397911.2021.1986841

Abstract:
Multiple drug resistance (MDR) of bacterial infections is a serious public health concern, since the currently available antibiotics are less effective and nonspecific. Antimicrobial peptides (AMPs) are promising alternative to the conventional antibiotics, as they can easily interact with bacterial peptidoglycan (PGN) through penetration or dissolving the biofilms with minimal side-effects. Herein, we report a simple and scalable method for the synthesis of benzimidazole containing peptides, with significant inhibitory effect by compound 3 (IC50 = 37 ± 1.9 µM) on multidrug resistant strain of Salmonella typhimurium. Graphical Abstract
, , Navnath R. Dalvi
Published: 7 October 2021
Synthetic Communications pp 1-13; https://doi.org/10.1080/00397911.2021.1986842

Abstract:
Sulfated tungstate catalyzed an efficient and ecofriendly protocol has been described for the synthesis of 2-substituted benzothiazoles. The corresponding benzothiazoles were obtained using a condensation reaction of 2-aminothiophenol with various aldehydes under ultrasound irradiation at room temperature. Various functional groups on the 2-aminothiophenol as well as on the aldehydes were tolerated to provide 2-substituted benzothiazoles derivatives in excellent yields. The faster reaction rate, solvent-free or mild reaction conditions, wide functional group compatibility, excellent yields, easy work-up procedure, and excellent catalyst recyclability are the advantages of this protocol. These advantages make this process more practicable, cost-effective, and environmentally benign. Graphical Abstract
Anirudhdha G. Kalola, Pratibha Prasad, Jaydeep A. Mokariya,
Published: 7 October 2021
Synthetic Communications pp 1-25; https://doi.org/10.1080/00397911.2021.1983604

Abstract:
The first mild, in situ, single-pot, high-yielding well-screened copper (II) salt-based catalyst system utilizing the hydrogen surrogacy of sodium borohydride for selective hydrogenation of a broad range of nitro substrates into the corresponding amine under habitancy of water or methanol like green solvents have been described. Moreover, this catalytic system can also activate various functional groups for hydride reduction within prompted time, with low catalyst-loading, without any requirement of high pressure or molecular hydrogen supply. Notably, this system explores a great potential to substitute expensive traditional hydrogenation methodologies and thus offers a greener and simple hydrogenative strategy in the field of organic synthesis. Graphical Abstract
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