Current Organic Synthesis - Volume 13, Issue 1, 2016

The synthesis of high optical purity chiral compounds is of current importance in organic and organometallic areas of the chemistry with further boost. Chiral compounds are important because of wide use in many areas such as pharmacy and food industry, etc. Reagents, catalysts or chiral auxiliaries that can control the stereochemistry of the products are required for the synthesis of chiral compounds. Furthermore, the re Read More

Substantial attention has been given in developing novel heterocyclic compounds as these have been found to exhibit varied biological activities. Benzothiazoles belong to one of the special categories of heterocyclic compounds with a wide range of biological activities such as antimicrobial, antitumor, antidiabetic, antitubercular, antimalarial, anticonvulsant, anthelmintic, analgesic, antiinflammatory and many more. These co Read More

The tetracyclic indoloquinoline alkaloids, cryptolepine, neocryptolepine, isocryptolepine and their analogues, isolated from the West African shrub Cryptolepis sanguinolenta are known to display promising antimalarial, antibacterial, antiviral, antihyperglycemic and cytotoxic properties. Biogenesis of these different linear and angular indoloquinolines are most probably through the reaction of anthranilic acid with selected Read More

Thietanes are important intermediates in organic synthesis. They have been widely applied in the preparation of sulfur-containing compounds via ring-opening and ring expansion. They produce thiols and thioether derivatives via ring opening reactions and yield five- to eight-membered, even larger, heterocyclic compounds via ring expansions. Ring opening and expansion reactions include electrophilic and nucleophilic, oxidati Read More

Research on the synthesis of α-D-glucose pentaacetate 2 was investigated. In particular, various methods utilized for the synthesis of compound 2 were described in detail. Among them, acid catalysts including protonic acid and Lewis acid have received most attention.

Six-electron oxidation of hexahydroxybenzene C6(OH)6 leads to cyclohexanehexaone (CO)6 via two intermediates, tetrahydroxy-1,4-benzoquinone and rhodizonic acid (5,6-dihydroxycyclohex-5-ene-1,2,3,4-tetraone). All these quinoid compounds show a rich and colorful chemistry: formation of chromophoric metal complexes is a special feature of the compounds, which have been employed as specific reagents for metal ions. T Read More

Various room temperature ionic liquids (RTILs), notably, 1-methoxyethyl-3-methylimidazolium trifluoroacetate [MeOEtMIM]+[CF3COO]¯ , have been used to promote the Knoevenagel condensation to afford substituted olefins. All reactions proceeded effectively in the absence of any other catalysts or co-solvents with good to excellent yields. This method is simple and applicable to reactions involving a wide range of aldehy Read More

Surface modified activated carbon with methanesulfonic acid (AC-MsOH) is found to catalyze [3+2] cycloaddition reactions between alkyl/aryl azides and nitroolefins which yielded regioselective 1,5-disubstituted-1,2,3-triazolines in high yields under mild conditions.

The synthesis of 4-amino-4H-[1,2,4]triazino[5,6-b]indole-3-thiol 1 via the reaction of isatin with thiocarbohydrazide in glacial acetic acid is described in this study. New fused heterotetracyclic nitrogen systems, such as [1,2,4,5]tetrazino[6',1':3,4][1,2,4]-triazino[5,6-b]indoles 4 and 6; [1,2,4]triazino[3',2':3,4][1,2,4]triazino[5,6- b]indole 8; [1,3,4]thiadiazolo[2',3':3,4][1,2,4]triazino[5,6-b]indoles 9, 11 and 12; pyrazolo[5',1': Read More

We present a straightforward route for the preparation of orthogonally protected oxadiazole-based building blocks in high yields. Their structures contain a Boc-protected amine and an ester group, thus rendering the compounds amenable to functionalization or integration into larger structures. Thus, we provided access to interesting and innovative building blocks/decorated scaffolds for drug discovery.

Conjugate addition of dialkyl phosphites and ethyl phenylphosphinate to electron-deficient alkenes containing ester, nitrile or amide group under PBu3 catalysis afforded corresponding phosphonates and phosphinates in high yields within short reaction times. Under the optimized conditions developed, the chemistry was free from side reactions involving competitive phosphine-catalyzed dimerization of the activated alkene. L Read More

Novel α-amino acids bearing 1,2,4-triazinone and steroidal moieties (N,C-disubstituted glycine) (5a and 5b) and the related systems (6 and 7) have been produced from condensation of 6-(8-aminophenyl)-4-phenyl-3-thioxo-1,2,4-triazin(2H)-5-one (1) with the selective steroids, 5-α-Androstan-17β-ol-3-one (2a) and Transandrosterone (2b) followed by addition of hydrocyanic acid and acidic hydrolysis. A nucleophilic substitution Read More

The deoxygenation of phosphine oxides was studied on two model reactions, on the reduction of 3- methyl-1-phenyl-3-phospholene 1-oxide and triphenylphosphine oxide using an aralkylsilane, arylsilanes, diarylsilanes, a disiloxane, a polysiloxane and a disilane under solvent-free, thermal or microwave-assisted conditions. The deoxygenations were optimized, and the reactivity of the silanes was evaluated. User-friendly acco Read More