Michael addition of oxazoline lithium enolate 5 to E and Z α,β-unsaturated esters proceeds with high enoate facial selectivity to yield enantiopure oxazoline derivatives of disubstituted glutamic acids. When a Z enoate is employed, the C4′-C3′-C7′ stereotriad of sarains A-C can be generated.

An unanticipated rearrangement of a bicyclo[3.2.1]octane to a bicyclo[2.2.2]octane occurred in attempt to prepare the core of sarain A.

This paper describes our efforts toward the asymmetric synthesis of sarain A which led to efficient preparation of a functionalized azabicyclo[3.3.1]nonane moiety. The key to the synthesis relied on a base-catalyzed asymmetric Diels-Alder cycloaddition to establish multiple stereocenters of a hi...

Montmorillonite K10 clay as an efficient heterogeneous catalyst for the one-pot synthesis of new N,N′-alkylidene bisamide derivatives using phenyl acetylene/1-hexyne, aromatic aldehyde and benzamide/acetamide were taken as starting materials. The desired products were obtained in good to high y...

A series of nitro substituted benzamide derivatives were synthesized and evaluated for their potential anti-inflammatory activities in vitro. Firstly, all compounds (1–6) were screened for their inhibitory capacity on LPS induced nitric oxide (NO) production in RAW264.7 macrophages. Compounds 5...

The organic materials, N-methyl–N-aryl benzamides were synthesized from benzoylation of N-methyl-4-nitrobenzenamine (MNBA) using suitably substituted benzoyl chlorides. The products were purified by recrystallization and their single crystal were grown by a slow evaporation technique. The cryst...

Novel serious of pyrimidine scaffold benzamide derivatives (9 a-k) were synthesized and characterized by IR, HRMS, and NMR. Docking study of compounds 9 g, 9 h exhibited H-bonding interacts with Met769 into ATP binding site of EGFR-TK which showed similar binding mode to Lapitinib (PDB code: 1M1...

Present study aims to demonstrate the effect of electron withdrawing nitro (NO2) and electron releasing methoxy (OCH3) substituents on the inhibition behavior of N-Phenyl-benzamide derivatives (BNAs), namely N-(4-nitrophenyl) benzamide (BNA-1; NO2), N-phenylbenzamide (BNA-2; H) and N-(4-methoxyp...

The simple reaction approach has been designed and utilized for the synthesis of quinazolinone benzamides 4a-4h using isatoic anhydride, m-Anisic hydrazide and various aldehyde. The formation of target compounds was confirmed by spectral characterization techniques such as IR, NMR, Mass and elem...

We report herein an original protocol to the indole nucleus, which could contribute to significantly expand the synthetic access to a heterocyclic moiety of undeniable paramount importance. The protocol consists in the construction of the benzene ring onto a pyrrole (benzannulation) starting fro...

The reactions of some methyl derivatives of indole-3-aldehyde with nitric acid in acetic acid medium have been investigated. 2-Methylindole-3-aldehyde gives the 6-nitro derivative, together with some 2-methyl-3-nitro- and 2-methyl-3,6-dinitroindole. 1-Methylindole-3-aldehyde gives 4- and 6-nitro...

The efficient phosphine-catalyzed dearomative [3+2] annulation of 3-nitroindoles with allenoates has been successfully developed, providing a facile access to cyclopenta[b]indolines with good to excellent yields and high diastereoselectivities. This strategy features mild reaction conditions, hi...

The unsymmetrical mesoionic münchnones 13 (3-benzyl-2-methyl-4-phenyl-1,3-oxazolium-5-olate) and 14 (3-benzyl-4-methyl-2-phenyl-1,3-oxazolium-5-olate) react with the N-protected 2- and 3-nitroindoles 1 (ethyl 2-nitroindole-1-carboxylate), 6 (3-nitro-1-(phenylsulfonyl)indole), and 17 (ethyl 3-ni...

A new methodology has been developed for the synthesis of 3-amino-1H-indole-2-carboxylates. 2-Aminobenzonitriles were protected as benzyl (2-cyanophenyl)carbamates and converted into corresponding glycinate esters using sodium hydride and bromoacetate esters. Sodium hydride efficiently promotes ...

Herein we report the synthesis of biologically relevant oxazino[4,3-a]indoles by an environmentally friendly Michael addition-cyclization cascade using potassium hydroxide in dichloromethane employing variously substituted vinyl selenones and (1H-indol-2yl)methanols.The addition of 18-crown-6, a...

The naturally occurring polybrominated indoles 2,2′,5,5′-tetrabromo-3,3′-bi-1H-indole, 2,2′,6,6′-tetrabromo-3,3′-bi-1H-indole, and 2,2′,5,5′,6,6′-hexabromo-3,3′-bi-1H-indole were synthesized using a palladium catalyzed, carbon monoxide mediated, double reductive N-heterocyclization of ...

Basic information has been imported into this record. If you have more information on this agent and would like to become an xPharm contributor, please contact us at [email protected].

Activation of protein kinase C (PKC) has been suggested to play a role in bone resorption. However, phorbol esters, which activate PKC, have been reported to have both stimulatory and inhibitory effects on bone resorption. To study the role of PKC in bone resorption further, we have measured cal...

This account focuses on the application in catalysis of ruthenium and osmium complexes containing 2-(aminomethyl)pyridine (Ampy)-based ligands. The combination of these aminoalkylpyridine ligands with appropriate phosphines affords ruthenium and osmium systems displaying unprecedented high catal...

Traditional polymeric materials based on thermosets or thermoplastics are applied broadly as biomedical materials. While attractive for a range of applications, thermosets and thermoplastics can be limited by their relatively static materials properties. Recent efforts in materials design has fo...