C-C Bond Formation Reaction Involved By Aromatic Aldenhydes And Acrylic Aldehydes In Situ

With the development of the times and the progress of science and technology,the synthesis reaction of C-C bond becomes more and more important in the field of modern organic synthesis.For example,in the fields of pharmaceutical chemistry and organic chemistry,some complex drug macromolecules,natural products,important structural skeletons in organic materials and synthetic pharmaceutical intermediates are in urgent need of simple,efficient and practical new synthesis methods for further improve.For us in the field of pharmaceutical chemistry,when using traditional methods for C-C bond construction,in most cases,more expensive metal catalysts are used to make the reaction go smoothly.However,the problems associated with metal residues in the reaction process have not yet been properly resolved,and sometimes multistep conversion is required,and more unpredictable by-products are produced in the process.The problems in these reactions are incompatible with the demands of green chemistry and atomic economy.Therefore,we think that the cheap and easily available metal catalyzed C-C bond,C-O bond and even non-metal-catalyzed C-C bond represent the future development direction of this field.The ideas mentioned in the above research are of the extremely profound significance both in the development of organic chemistry and the application of pharmaceutical chemistry.Therefore,to explore new C-C bond construction and synthesis methods has become a focus of chemical researchers.In previous literature,C-C bond was mainly constructed by halogenation,Minisci reaction directly constructed with C-H bond.In this paper,in addition to the above method,the substrates we used extend to aromatic heterocyclic compounds such as aromatic aldehydes and in situ acrolein.This kind of construction method is studied in this paper.Aromatic heterocyclic compounds,such as benzothiazole,quinoline,pyrimidine,pyridine,pyrimidine,benzimidazole,etc.Some skeletons in their chemical molecular structures are similar to functional molecular structures in organisms and have strong biological activities.Therefore,aromatic heterocyclic compounds play an important role in the field of drugs,pesticides and other fields.In common examples,bis-heterocyclic piperazines（e.g.,U87261）are one of the typical representative anti-HIV drugs.Benzimidazole compounds such as astemizole,have special efficacy in treating allergic inflammation.Mefenacet has great effect in controlling gramineous weeds.Primary amine quinine and quinine chloride in quinoline drugs have special effects on malaria treatment.Omeprazole is the most common drug for treating gastric ulcer.Bisindoles have a variety of important biological and pharmacological activities,such as anti-Leishmania,antibacterial,anti-inflammatory,anti-hyperlipidemia and anti-anxiety.They are also used as intermediate products of AGR.Related to this field,the effects of various transition metal catalysts on the reductive coupling reaction of 1,3-diene with alcohol or carbonyl compounds have been well documented.A new type of Rh（Ⅰ） catalyzed C-C coupling and redox isomerization of allyl alcohols with 1,3-dienes can more efficiently synthesize polysubstitutedα,β-unsaturated ketones with excellent atomic economy and regiosel-ectivity.As benzoheterocycle compounds are widely used,their biological activities have been recognized by more and more researchers.The newly constructed compound with C-C bond structure plays an exciting role in medicine and industrial production,whether in metallurgy,dye,polymer and agricultural chemical industrial production,or in disinfectant,preservative,antibacterial,antiallergic,cardiotonic and other aspects closely related to people’s lives.Therefore,the research and development of more compounds with novel structures and high biological activities have great theoretical and application value.As mentioned above,this article will introduce two types of approaches and applications for C-C bond construction in detail.The first type is based on the reaction of indole and aldehyde under various catalysts to synthesize bisindolylmethane with moderate and excellent effect.Most of these catalysts reported in the literature are Lewis acids,such as Fe SO₄,Cd S,sulfate anatase titanium dioxide(Ti O₂-SO₄^2-),oxalic acid,succinimide-N-sulfonic acid,triethylbenzyl ammonium chloride,trichloroisocyanuric acid,Ce Cl₃,Br₂ and sulfate polyborate.Montmorillonite,magnetic solid acid nanocatalysts,nanocatalysts and polyacrylonitrile fibers can all catalyze the reaction.In addition,condensation can occur successfully without adding catalyst under the conditions of ultrasonic radiation or high temperature.As part of our continuous study of the development of environmentally friendly synthetic methods.This paper introduces a green and efficient synthesis strategy.To prepare bis（indole）methane by condensation of indole and aldehyde in water through strong acid cation exchange resin.The second type is a new RhRh（Ⅰ）catalyst for C-C coupling and redox isomerization of allyl alcohol and 1,3-diene compounds.