Study On The Synthesis Of Indoles By Transition Metal Catalysis

Over the past decade, chemists have been fascinated by reactionsthat transform C-H bonds, which despite their ubiquity are relatively inert.The field of transition-metal-catalyzed C-H bond functionalizations hasblossomed, the fruits of which are the novel synthetic methods whoseappeal is broad and will continue to increase. The dissertation will narratethe transition metal Fe(Ⅱ)-catalyzed C-H bond functionalizations tosynthetize indoles and their derivatives which have biological activities. Itincludes the following three parts:In the first part, the research development and current progress oftransition-metal-catalyzed C-H bond activation for the synthesis of C-Cbond and C-N bond were summarized and reviewed. We considered thatthe research of catalytic synthesis by cheaper and harmfulless transitionmetal, which is more clear and handy, is still not very enough.In the second part, the novel synthetic method ofpyrido[2,1-a]isoindoles, which is catalyzed by transition metal Fe(Ⅱ),were studied and discussed.2-Arylpyridine and2-bromoacetophenonewere chosen as substrates，the cheaper Fe(Ⅱ) was used as catalyst, and air was used as green oxidant. The targeted products were synthesizedregioselectively from activation of C-H bond. The method we developedprovides a novel and high regioselective synthetic route for morecomplex compounds of indoles, which is cheaper, simpler and moreconvenient. Compared with previous investigations, it is worth pointingout that the two isomers of ortho-and para-products can be separatedeasily and effectively, rather than obtaining their mixtures.In the third part, the general rule of experiment, synthetic andcharacterization processes have been described in detail. In addition, thereaction mechanism and kinetic isotope effects have been exploredtentatively.