Synthesis and Properties of Carbocyclic Schiff Bases

New Schiff bases containing both adamantyl and phenyl fragments in a single molecule were synthesized by condensation of appropriate diamines with aromatic aldehydes. The condensation products were brought into reduction and nucleophilic addition reactions.     

Acid-Catalyzed Reactions of 2,3-Epoxy Derivatives of Citral with Alcohols

Acid-catalyzed reactions of 2,3-epoxy derivatives of citral (which is a widely spread naturally occurring unsaturated aldehyde) with alcohols were studied under conditions of heterogeneous catalysis and in fluorosulfonic acid. A number of new products were obtained, and possible mechanisms of their formation were proposed.     

Reactions of Some Terpenes and Their Derivatives with Acylating Agents in the Presence of Aluminosilicate Catalysts

Reactions of camphene, -fenchene, limonene, caryophyllene, - and -pinenes, verbenol, walterol, and verbenone with acylating agents in the presence of clay K-10 and wide-porous -zeolite were studied. Presumable schemes and rules of the occurring processes were considered.     

Transformations of epoxide derived from nopol over askanite-bentonite clay

Transformations of epoxide derived from nopol in the presence of natural askanite-bentonite clay were studied. The major products of the isomerization in the cold are diols possessing a p-menthane skeleton, which are readily converted into bicyclic ethers when the reaction is carried out at room temperature.Translated from Zhurnal Organicheskoi Khimii, Vol. 40, No. 10, 2004, pp. 1483–1487.Original Russian Text Copyright © 2004 by Ilina, Volcho, Korchagina, Salakhutdinov, Barkhash.     

Reactions of Allyl Alcohols of the Pinane Series and of Their Epoxides in the Presence of Montmorillonite Clay

The reactivity of allyl alcohols of the pinane series and of their epoxides in the presence of montmorillonite clay in intra‐ and intermolecular reactions was studied. Mutual transformations of (+)‐trans‐pinocarveol ((+)‐ 2 ) and (?)‐myrtenol ((?)‐ 3a ) were major reactions of these compounds on askanite–bentonite clay (Schemes 1 and 2). However, the two reactions gave different isomerization products, indicating that the reactivity of the starting alcohol (+)‐ 2 or (?)‐ 3a was different from that of the same compound (+)‐ 2 or (?)‐ 3 formed in the course of the reactions. (?)‐cis‐ and (+)‐trans‐Verbenol ((?)‐ 16 and (+)‐ 12 , resp.), as well as (?)‐cis‐verbenol epoxide ((?)‐ 20 ) reacted with both aliphatic and aromatic aldehydes on askanite–bentonite clay giving various heterocyclic compounds (Schemes 4, 5 and 7); the reaction path depended on the structure of both the terpenoid and the aldehyde.     

Synthesis and analgesic activity of octahydro-2H-chromenols,derivatives of aliphatic ketones

Russian Chemical Bulletin - A series of compounds with a hydrogenated 2H-chromene skeleton was synthesized by the reaction of ketones and available para-menthane monoterpenoid (—)-isopulegol....     

Transformations of several monoterpenoids in the presence of aldehydes in supercritical solvents

The reactivity of verbenol epoxide and isopulegol in supercritical solvents in the presence of aromatic aldehydes was studied using a flow type reactor and a heterogeneous catalyst (Al₂O₃) or no catalyst. The intramolecular transformations or interactions of reagents with the solvent prevailed in all cases; the yield of the products of intermolecular reactions of terpenoids with aldehydes was up to 1%. The aldehydes did not interact with verbenol epoxide but produced a considerable effect on the distribution of its isomerization products.     

Synthesis of 3-phenoxyphenylacetonitrile

Russian Journal of General Chemistry -