A simple, convenient, and practical method for the synthesis of α-amino nitriles through a one-pot, three-component Strecker reaction of diverse carbonyl compounds and amines with trimethylsilyl cyanide (TMSCN) under mild conditions in EtOH 96 % has been developed. Reactions proceed efficiently in the presence of a catalytic amounts of new and recoverable ionic liquid of N-butyl-N-methyl imidazolium Phthalimide-N-Oxyl {[Bmim] PINO} at room temperature.

The effects of substituent type and position on the aromaticity of certain derivatives of three 1,3- azoles (oxazole, imidazole and thiazole) have been investigated theoretically by using density functional theory at the level of B3LYP/6-31G(d,p) method. The second heteroatom substitution decreased the aromaticities of furan, pyrrole and thiophene. The decreased aromaticity has been found to be gained back to some extent by the substitution of strong electron withdrawing groups or atoms (NO₂ and F). NICS data have been considered in order to judge the aromaticities of the systems. The most effective substitution to enhance the aromaticity has beencalculated to be at position- 4. The variation of the bond lengths of the main skeleton supported the findings through NICS calculations. The frontier molecular orbital energies have also been reported to draw a general correlation between these energies and the aromaticity of the system.

A facile protocol for the one-pot synthesis of pyrimidinone derivatives through Biginelli reaction in the presence of catalytic amount of the nano-ordered MCM-41-SO3H anchored sulfonic acid (MCM-41-SO3H) has been described. The reaction proceeds smoothly under solvent-free conditions on grinding of a mixture of different aldehydes, ethyl acetoacetate and urea in a mortar.

In this communication we present our initial synthetic studies to the natural product tulearin A. The total synthesis relies on the assembly of two chiral building blocks through regioselective nucleophilic epoxide opening and macrolactonization for the construction of 18-membered lactone skeleton. In this initial contribution we report the partial synthesis of the fragment C₁-C₇ containing three stereogenic centers where the key step is an asymmetric aldol condensation.

Some new substituted isatin (2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)thiosemicarbazones were synthesized by reaction of 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl thiosemicarbazide and corresponding substituted isatin using microwave-assisted heating method.

Several 5- and 7-substituted isatins were prepared from corresponding anilines or unsubstituted isatin. Some novel substituted isatin (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)thiosemicarbazones were synthesized by reaction of 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl thiosemicarbazide with these isatins. The reaction was carried out by using microwave-assisted heating method.

Reaction of a-D-glucosamine hydrochloride with different substituted benzaldehyde have been investigated in the presence of various inorganic and organic bases. Based on obtained results, the general synthetic method for azomethines of a-D-glucosamine hydrochloride and substituted benzaldehyde proposed.

Some novel substituted acetophenone and benzaldehyde (2\',3\',4\',6\'-tetra-O-acetyl-β-D-glucopyranosyl)-thiosemicarbazones were synthesized by reaction of 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl thiosemicarbazide and substituted acetophenones and benzaldehydes. The reaction was performed using microwave-assisted method. The compounds have converted into 2-iminothiazolidin-4-ones by reaction with ethyl bromoacetate in dichloromethane in the presence of anhydrous sodium acetate. Structures of obtained compounds were confirmed by spectroscopic methods.

In our previous work (see ECSOC-12, 2008) we found some interesting dependencies of ortho-protons chemical shift (δ_o^H) in monoalkylbenzenes NMR ¹H spectra upon the place and degree of branching of alkyl chain. If the branching takes place at the α-carbon atom, the downfield shift of basic spectral parameter - δ_o^H - (α-effect) is observed and entitled as "α-effect"; the branching at β-carbon atom leads to the shift toward upfield ("β-effect"). α-Effect has a positive value because δ_o^H value increases with the increase of amount of methyl groups in α-position, contrary, β-effect has a negative value. The natural question emerges: which other classes of aromatic compounds (in addition to monoalkylbenzenes) the founded regularities apply to? We obtain the answer while studying NMR ¹H spectra of 17 especially selected rows of monoalkylbenzenes with functional groups in alkyl substituent. Extended interpretation of the term "functional groups" allows to examine alkyl groups with multiple bonds C=C, CºC and C=O as a functionalized fragment. Depending upon the place of alkyl chain branching all compounds are divided into two types. In the compounds of A type the branching takes place at α-carbon atom and in the compounds of B type – at β-carbon atom. The variable fragments may be only hydrogen atom or methyl group. The use of differential spectral parameters (Δδ^Н_о) instead of basic ones (δ_о^Н) is more advisable because of the great scattering of δ_о^Н,N(n) values. The differential spectral parameter is a difference between the value of ortho-protons chemical shift δ_о^Н,N(n) of the investigated compound N_n and the same value δ_о^Н,N(0) of the standard compound, when all variable substituents R¹ = R² = R³ = Н. The δ^Н_о and Δδ^Н_о values of all A and B type compounds are demonstrated in 2 tables and 2 diagrams. The new regular "structure-property" dependencies which were determined for nonfunctionalized monoalkylbenzenes are observed for all values of basic spectral parameters δ₀^{H, N(n)} in the investigated rows of monoalkylbenzenes substituted by functional substituents in the side chain. α- and β-Effects (change of chemical shift of ortho-protons δ₀^H in NMR¹H spectra) are explained by changes of saturation of definite spatial areas near phenyl ring by methyl groups. It should be stressed that for the investigated compounds 1-17 there are no facts contradicting with the existing of "α-effect" at the branching of alkyl chain near α-carbon atom and "β-effect" observed at the branching near β-carbon atom. The similar regular "structure-property" dependencies are reported for monosubstituted para-alkylaromatic compounds in two our accompanied communications, which we also intend to sent to ECSOC-15.

In our previous works (see ECSOC-15, 2008; and also our accompanied communication №1) we found some interesting dependencies of ortho-protons chemical shift (δ_o^H) in monoalkylbenzenes NMR ¹H spectra upon the place and degree of branching of alkyl chain. If this branching takes place at the α-carbon atom, the shift of basic spectral parameter – δ_i^H (δ_o^H or δ_m^H) - is observed and entitled as "α-effect"; the branching at β-carbon atom leads to another type shift ("β-effect"). The positive value of α- or β-effect means that δ_i^H value increases with the increasing of amount of methyl groups in α- or β-position; contrary, negative value of such effect mean decrease δ_i^H value. The natural question emerges: which other classes of aromatic compounds (in addition to monoalkylbenzenes) the founded regularities apply to? Are α- and β-effects for meta-protons existed too? We obtain the answer while studying NMR ¹H spectra of 21 especially selected rows of disubstituted para-alkylaromatic compounds N_n of the general formula p-Y-C₆H₄-(CH₂)_r-CR¹R²R³ (where r=0 or r=1). We examined as substituents "Y" 21 the most widespread groups from most electronegative (NO₂) to most electropositive (NMe₂). The variable fragments (R¹, R², R³) given in general formula are only hydrogen atom or methyl group. Depending upon the place of alkyl chain branching all compounds we divide into two types: the compounds of A type (r=0 in general formula), where the branching takes place at α-carbon atom and compounds of B type branched at β-carbon atom (r=1). The differential spectral parameters (Δδ^Н_о) were used instead of basic ones (δ_о^Н). The Δδ^Н_о parameter means a difference between the value of studied proton chemical shift δ_i^Н,N(n) of the examined compound N_n and the same value δ_о^Н,N(0) of the standard compound, where all variable substituents R¹ = R² = R³ = Н. The δ_i^Н,N(0) and Δδ_i^Н parameter values of all A and B type compounds are demonstrated in 3 tables. Averaged values of differential parameters were calculated, tabulated in 2 tables and pictured on 2 diagrams. In our communication we have a broad discussion of values and signs calculated for all types averaged differential parameters. The regular "structure-property" dependencies (α- and β-effects) which earlier were founded only for monoalkylbenzenes δ₀^H,N(n) parameters, are also detected for δ₀^H,N(n) and δ_m^H,N(n) parameters of studied disubstituted para-alkylaromatic compounds. Such α- and β-effects were observed for all examined differential spectral parameters Δδ_i^H,N(n) in all investigated rows of disubstituted para-alkylaromatic compounds. It should be stressed that for the investigated rows of compounds 1-21 there are no facts contradicting with the predicting values and signs of both α- and β-effects. The similar regular "structure-property" dependencies are also examined for ¹³C NMR spectra parameters of the same disubstituted para-alkylaromatic compounds in our next communication №3, which we also want to sent now to ECSOC-15.