A novel ligand-free palladium-catalyzed cascade reaction for the synthesis of highly diverse isoquinolin-1(2H)-one derivatives from isocyanide and amide precursors synthesized by Ugi-MCR has been developed. broad variety acids, amines, isocyanides were used as starting materials leading to various precursors, which in turn provided entry into derivatives. The proceeds through tandem insertion with intramolecular cyclization followed a Mazurciewitcz–Ganesan type sequence provide...

A new series of chromeno-annulated cis-fused pyrano[3,4-c]pyran derivatives have been synthesized by intramolecular [4 + 2] domino Knoevenagel–hetero-Diels–Alder reactions 1-oxa-1,3-butadienes derived in situ from 1,3-dicarbonyls/active methylenes and 7-O-prenyl 8-formyl-2,3-disubstituted chromenones the presence 20 mol% ethylenediamine diacetate (EDDA) acetonitrile under reflux conditions good to excellent yields. The structures were established based on spectroscopic data, further...

2-Styryl quinolines (9a-l) have been synthesized regioselectively from 2-methyl-quinoline by using NaOAc in water acetic acid binary solvents and evaluated for their antibacterial activity against both Gram-positive Gram-negative strains. Among these, the compounds 12 8 were found to be active bacterial Compounds 9b, 9f, 9g, 9i, 9j 9k most among series exhibiting MIC values ranging between 1.9 31.2 μg ml(-1) different as potent standard drug ciprofloxacin Micrococcus luteus, Klebsiella...

Considering the importance of ultra-performance liquid chromatography-electrospray ionization-quadrupole time flight-tandem mass spectrometry (UPLC-ESI-QTOF-MS/MS) hyphenated techniques for analysis secondary metabolites from crude extracts, present study was aimed at identification in acetone extract lichen Usnea longissima. From our study, 19 compounds were tentatively identified through comparison exact molecular masses their MS/MS spectra, fragmentation studies and with literature data....

An asymmetric synthesis of nelfinavir is described starting from acrolein and (S)-methyl phenyl sulfoxide. The key features include (a) stereoselective preparation a β-protected amino-γ,δ-unsaturated sulfoxide by the reaction an α-sulfinyl carbanion with unsaturated t-butyl sulfinylimine, (b) bromohydrin formation using pendant group as intramolecular nucleophile, (c) use commercially or readily prepared inexpensive materials.

The synthesis of the complex tricyclic core terpenoid antibiotic platencin is achieved in a concise, protecting group-free and stereoselective manner. A flexible approach that highlights intramolecular aldol reaction as key step toward construction bicyclo[2,2,2]octane ring from an angular allyl decalone both trans-fused cis-fused forms demonstrated.

A novel Prins cascade process for the synthesis of 1,9-dioxa-4- azaspiro[5.5]undecane derivatives by coupling aldehydes with N-(4-hydroxy-2-methylenebutyl)-N-(2-hydroxyethyl)-4-methylbenzenesulfonamide has been developed. This is first report spiromorpholinotetrahydropyran through a bicyclization.

Aldehydes and ketones undergo smooth coupling with (4<i>E</i>)-3-benzyl-5-phenylpent-4-en-1-ol in the presence of scandium(III) triflate (10 mol%) 4-toluenesulfonic acid (30 to give corresponding <i>trans</i>-fused hexahydro-1<i>H</i>-benzo[<i>g</i>]isochromenes good yields excellent selectivity. This is first example synthesis a hexahydro-1<i>H</i>-benzo[<i>g</i>]isochromene derivatives from an aldehyde through tandem Prins Friedel–Crafts cyclizations.

Abstract A highly diasteroselective and efficient approach for the formal total synthesis of cladosporin is described. Cross‐metathesis, iodocyclization to construct trans ‐2,6‐disubstituted dihydropyran ring system, an Alder–Rickert reaction form aromatic were used as key steps.

A highly enantio- and diastereoselective Mannich reaction of cyclic N-acyl ketimines generated in situ from 3-hydroxyisoindolin-1-ones with enones has been accomplished using a chiral phosphoric acid catalyst to afford the isoindalinone derivatives high yields excellent enantioselectivities (upto 97 % ee). This is first report on synthesis isoindolin-1-ones bearing adjacent quaternary tertiary stereogenic centers.

In this article we describe a detailed study of the influence hydrophobic linker on properties series ferrocene–carbohydrate conjugates. The alkyne, (4-ferrocenylphenyl)propargyl ether, was prepared from reaction propargyl bromide and 4-ferrocenylphenol. structure alkyne determined using single crystal X-ray diffraction study. A benzyl triazole (3a) synthesised for comparison purposes in electrochemical cytotoxic Herein, report synthesis characterization carbohydrate conjugates (3b–h) by...

Abstract 2‐Arylethylbut‐3‐en‐1‐ol is found to undergo smooth Prins cascade reactions with various aldehydes in the presence of Sc(OTf) 3 (10 mol‐%) and a stoichiometric amount TsOH afford corresponding trans ‐fused hexahydro‐1 H ‐benzo[ f ]isochromenes good yields excellent selectivity. Likewise, N ‐tosyl‐2‐phenethylbut‐3‐en‐1‐amine gives octahydrobenzo[ ]isoquinoline derivatives under similar conditions. This first example synthesis ]isochromene octahydrobenzo‐[ from...

Abstract A set of ferrocenyl boronate esters based on carbohydrate scaffolds was designed and synthesized efficiently by the reaction ferroceneboronic acid with protected sugar diols derived from D ‐xylose, L ‐sorbose, ‐mannitol in good yield. These compounds identified as 1,2‐ O ‐isopropylidene‐α‐ ‐xylofuranose‐3,5‐ferrocenyl ( 3a ), ‐cyclohexylidene‐α‐ 3b 1‐ ‐benzyl‐2,3‐ ‐sorbofuranose‐4,6‐ferrocenyl 3c 1,2:5,6‐di‐ ‐isopropylidene‐ ‐mannitol‐3,4‐ferrocenyl 3d ‐cyclohexylidene‐ 3e were...

In the title compound, C5H12NO2+·C6H2N3O7−, carboxyl group of valinium residue is engaged in a strong hydrogen bond with picrate anion. The amino l-valinium cation and anion are held together by an intermolecular bond. valine involved zigzag (Z1) head-to-tail sequence.

Abstract Cascade cyclization of a 3‐[(3‐methylbut‐2‐enylamino)methyl]but‐3‐en‐1‐ol derivative with aldehydes in the presence TMSOTf at 0 °C under mild conditions provides corresponding spiropyrrolidine scaffolds good yields. Similar 3‐[(4‐methylpent‐3‐enylamino)methyl]but‐3‐en‐1‐ol affords correponding spiropiperidine compounds. This is new approach for construction biologically relevant spirocycles single‐step process.

Abstract A Prins bicyclization strategy for the stereoselective synthesis of trans ‐fused hexahydropyrano[3,4‐ c ]chromene derivatives in good to excellent yields has been developed. The synthetic versatility this approach demonstrated calyxin I and J analogues. This is first example from ( E )‐3‐[2‐(benzyloxy)phenyl]‐5‐phenylpent‐4‐en‐1‐ol 4b ) aldehydes.

A concise and highly stereoselective total synthesis of manzacidin B its congeners has been developed following chelation-controlled syn-epoxidation Lewis acid catalyzed intramolecular regioselective epoxide ring opening to generate the quarternary amine center. Elaboration triol moiety target molecule was achieved in good overall yield, representing practical syntheses congeners. From XRD, NMR, analytical data, correct structure natural B, (4R,5R,6R)-6, confirmed.

An intramolecular annulation strategy has been developed for the synthesis of tetrahydrobenzo[<italic>e</italic>]pyrano[4,3-<italic>c</italic>][1,2]thiazine derivatives by means coupling aldehydes with 2-(4-hydroxybut-1-yn-1-yl)-<italic>N</italic>-arylsulfonamides using a catalytic amount silver hexafluoroantimonate.

A novel strategy has been developed for the synthesis of fused tetrahydrofuro[3,2-<italic>c</italic>]pyrano[2,3-<italic>b</italic>]chromene derivatives through condensation 2-hydroxybenzaldehydes with 2-(3,4-dihydro-2<italic>H</italic>-pyran-5-yl)ethan-1-ol in presence 20 mol% TMSOTf.

In the cation of title compound, C(22)H(24)N(3)O(4) (+)·Cl(-), an active ingredient anti-cancer drug also known as Tarceva, quinazoline ring system is planar within 0.044 (3) Å. The dihedral angle formed by mean planes two six-membered rings 3.2 (1)°. Both N-bound H atoms participate in N-H⋯Cl bonds, which link ions into infinite chains running along b axis. C-H⋯O inter-actions involving neighboring cations provide additional stabilization these aggregates.