A new organocatalytic quadruple domino Friedel-Crafts-type/Michael/Michael/aldol condensation reaction has been developed. In this one-pot multi-component process acrolein, various indoles and nitroalkenes are used as starting materials. The diphenylprolinol TMS-ether catalysis provides a straightforward and efficient entry to 3-(cyclohexenylmethyl)-indoles bearing three stereogenic centers in moderate to excellent yields (23-82%) and excellent stereoselectivities (dr = 91 : 9 to >95 : 5, ee = 94 to >99%).
Nitrogen-containing heterocycles are structural elements of many synthetic and endogenous biologically active substances. In this regard, they have particular interest as objects of study of the relationship between the structure and biological activity. The aim of this work is the development of new plant growth stimulants, based on nitrogen-containing heterocyclic dithiocarbamic acids and their inclusion complexes with arabinogalactan, and the study of their root-forming activity. Results and discussion. Synthesis of sodium dithiocarbamate of 5-amino-1,3,4-thiadiazole-2-thiol and its carbonyl derivatives cycloprapane, 4-fluoro- and 4-methoxybenzoic thioanhydrides has been carried out. Conditions for synthesis of the inclusion complexes of thioanhydrides 2-4 with arabinogalactan (AG) have been developed. The synthesis of the bioorganic inclusion complexes of substrates with AG has been carried out in the mass ratio of the initial reagents 1:1 in dimethyl sulfoxide, the duration of the reactions has been 8 hours at the temperature of 55-60 °C. The inclusion complexes with arabinogalactan have been obtained with the yield of 62-88%. The structure of the synthesized heterocyclic thioanhydrides has been established based on IR and 1H and 13C NMR spectroscopy. Field tests have been carried out to identify the root-forming activity of the obtained compounds and to determine the effect of the growth stimulants on the growth of the root system of vangutta spirea cuttings. Conclusion. It has been found that biocomplex 4-methoxybenzoic (5-mercapto-1,3,4-thiadiazol-2-yl)carbamothioic thioanhydride with arabinogalactan 7 increases the rooting and survival of the planting material and at the concentration of 100 mg/l shows a high yield of the rooted spirea cuttings (90%), as compared with the control (13% ) and standards Kornevin (20%) and AN-16 (36%).
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.