Letters in Organic Chemistry - Volume 9, Issue 4, 2012

Procyanidin B1, B2, and B3 were synthesized based on a Yb(OTf)3 catalyzed equimolar condensation using methoxy and/or 4-(2”-ethoxyethoxy)drivatives as electrophiles. The anti-inflammatory effect of synthetic procyanidin B1, B2, and B4 on 12-O-tetradecanoylphorbol-13-acetate (TPA)-induced inflammation of mouse ears was examined. Procyanidin B1, B2, B 4 suppressed TPA-induced inflammation of mo Read More

Hepatitis C virus (HCV) is among the most important flaviviruses. It has a serine protease which is important for viral replication and this enzyme constitutes a suitable target for new anti-retroviral drugs. Herein we disclose a series of amide and ester peptide mimetic inhibitors of serine proteases, all of them obtained via coupling reactions of isomannide derivatives with N-protected amino acids. The arginine derivative 1 Read More

Novel and highly stereoselective route to E-(but-1-en-3-yne-1-sulfonyl)hetarenes by palladium catalyzed Sonogashira type coupling of unstable E-2-chlorovinylsulfonylbenzene and E-2-(2-chlorovinylsulfonyl)pyridine was presented. Usage of potassium phosphate as novel base in Sonogashira reaction was demonstrated. Unusual coupling products in the Sonogashira reaction of E-2-(2-chlorovinylsulfanyl)benzothiazole with diffe Read More

The catalytic hydrogenation of model alkene – cyclohexene with the use of pinacolborane is reported along with the characterization of various side products. The non-standard hydrogenation product was obtained in high yield and purity under very mild reaction conditions with the use of iridium catalyst. The exceptionally high selectivity of the hydrogenation process is described for the first time in literature.

The hydrotalcite-like compound having ruthenium ions, cobalt ions, and iron ions in the Brucite layer and CO3 anions in the interlayer (Ru-Co-Fe-CO3 HTLC) was found to be effective heterogeneous catalyst for the solvent-free oxidative coupling of 2-naphthols in aerobic conditions. The catalyst could be easily recovered and reused repeatedly for the reaction.

Zn(OAc)2·2H2O is found to be an effective catalyst for the hydroacylation reaction of azodicarboxylates with aldehydes. A wide range of aldehydes, including aliphatic, aromatic and heterocyclic compounds, was considered. Most of the hydroacylation reactions afforded the hydroacylation products in good to excellent yields. The overall system is simple, economical and has practical advantages for construction of carbon-ni Read More

A convenient and efficient procedure for the synthesis of 1-amidoalkyl-2-naphthols by condensation of β- naphthol, aldehydes and amid/urea in the presence of POCl3/ Na2B4O7 is described. This method offers several advantages including low cost and easy availability of the catalyst, environmentally friendly procedure and easy work-up under solvent-free conditions.

This paper reports a novel approach to synthesize pazopanib. In our synthetic route, the potently mutagenic alkylating agents such as dimethyl sulfate and methyl iodide are avoided. A novel regioselective methylation of the 2- position of 3-methyl-6-nitro-1H-indazole was reported. This novel route is one step shorter than the previously reported route.

An efficient procedure for rapidly synthesizing the 1,3,5-triarylpentane-1,5-diones compounds using aromatic aldehydes and aromatic ketones as starting materials by tandem aldol reactions/Michael additions under NaOH/Al2O3 and the solvent-free conditions has been described. All compounds were characterized by IR, 1H NMR and elemental analysis. Additionally, the crystal structure of 3-(2’,4’-dichlorophenyl)-1,5-d Read More

Synthesis and antibacterial activity of some novel sulfonamide derivatives of anacardic acid were (8a-8l) prepared from commercially available anacardic acid mixture (1a–d) isolated from a natural product Cashew Nut Shell Liquid (CNSL).Compounds (8a-8l) were tested for Gram positive and Gram negative bacterial cultures. Most of the compounds were showed active compared with standard drug ampicilline.

Bis-(indolyl)methanes were synthesized by a simple, clean and highly efficient Tween-20 micelle promoted reaction of indole with aldehydes in water by the single step reaction. The absence of electrical double layer in the nonionic surfactant micelles makes them as potential model adsorbent in the interfacial processes. This approach had explored the present synthesis of bis-(indolyl)methanes.

Iron-catalyzed cross-coupling of terminal alkynes with arylboronic acids under mild conditions has been developed. Although the reaction gave only moderate yields, the advantage of this method was its use of convenient and inexpensive iron catalyst.

A novel synthesis of multisubstituted pyrroles was developed where in trisubstituted olefins were reacted with p-toluenesulfonylmethyl isocyanide (TosMIC) derivatives. The entire process is operationally simplistic and utilizes mild reaction conditions. Additionally a possible mechanism is proposed.