The Reactions Of Zinc Reagents And Rare Earth Metal Ytterbium With α-halo Oxime Ether In The Synthesis Of Heterocyclic Compounds

The thesis consists of the following two parts:1. Synthesis of allyl-aziridines from α-halo oxime ethers and allyl zinc bromides. The aziridine ring, the smallest nitrogen heterocycle, is presenting the structures of a wide variety of natural products that exhibit various biological properties. In addition, aziridines are useful building blocks for the synthesis of organonitrogen compounds due to easy opening and expansion of the threemembered ring. A novel method for the preparation of substituted allyl aziridines by reaction of a-halo oxime ethers with allylic zinc reagents in mild conditions has been developed. The present method complements the existing synthetic methods due to some advantages offered by the use of organozinc reagents, which are easily prepared, relatively stable and non-toxic, and more selective than Grignard reagents.2. Ytterbium-mediated synthesis of 2, 4-diarylpyrroles from α-halo oxime ethers. As one of the major rare earth metals, ytterbium has played an important role in organic synthsis due to its special proties. The pyrrole heterocycle is a key structural motif in numerous natural products, synthetic medicinal agents, and novel materials. A novel, one-pot method for the preparation of 2, 4-diarylpyrroles from α-halo oxime ethers has been developed, which is mediated by ytterbium. In this reaction, the starting materials are readily available and the reaction conditions are mild and neutral.