Study On The Cyclization Of Alkenyl Iodides

Heterocyclic compounds are prepared by carbon-iodine bond activation reaction,which has attracted wide attention due to their high reaction efficiency and atomic economy.As an important precursor and structural unit in organic synthesis,alkenyl iodide is widely used in the synthesis of medicines,pesticides,natural products,and functional materials through the activation of carbon-iodine bonds to prepare heterocyclic compounds.How to efficiently activate carbon-iodine bonds and construct new chemical bonds has always been a hotspot in synthetic chemistry research.In this paper,the use of alkenyl iodide as a raw material to successfully implement two different types of carbon-iodine bond activation strategies for preparing heterocyclic compounds,the main contents are as follows:1)Palladium-catalyzed molecular oxygen activation oxidation of Z-7-iodo-4-N-1,2,6-triene by selective cyclization to prepare3-methylene-4-ene-1,6-trihydropiperidine-2-alcohol compoundsSynthesis of Z-7-iodo-4-N-1,2,6-triene with N-Ts/Ms/Ns and other structures,through palladium-catalyzed carbon-iodine bond oxidation addition to generate organic palladium intermediates,inserting allenamine The ?-allyl palladium intermediate is obtained,and the oxygen is activated under the synergistic effect of the silver salt to synthesize the corresponding piperidinol derivative.This reaction is affected by the steric hindrance of the substitution groups at the C1 and C7 positions,and induces the product to produce E/Z configuration selectivity.This reaction has the characteristics of mild reaction conditions,green and high efficiency,and provides the possibility of preparing piperidine skeleton-containing drug molecules.2)Study on the Preparation of Pyrrole by Z-1-iodo-4-N-methylbenzenesulfonyl-1,6-enyne Cyclization Isomerization Catalyzed by Organic MoleculesAfter realizing the Pd-catalytic oxidation reaction,in view of the improvement of the atom economy and step economy of the alkenyl iodide conversion reaction,we have shifted our focus to coupling reactions catalyzed by organic molecules.Based onthe study of the oxidation reaction of allenyl alkenyl iodide,an organic molecule catalyzed cyclization isomerization reaction strategy of alkenyl iodide was developed.The difference with System 1 is that this cycloaddition reaction realizes the organic molecule-catalyzed one-pot isomerization of alkenyl iodide to construct pyrrole derivatives.The reaction is rapid and efficient,which provides new strategies and experience for in-depth exploration of related organic molecular catalytic reactions.This paper is mainly devoted to the research on the cyclization reaction of alkenyl iodide,providing new ideas and new strategies for the efficient construction of natural product skeletons;providing a new way to explore the application of alkenyl iodide;and in-depth understanding of the alkenyl iodide reaction The nature provides a new basis.