芳基高价碘试剂参与地含氮杂环的合成反应研究

Nitrogenous heterocycles are one kind of most important organic compounds and they are privileged scaffolds in many bioactive molecules, medical agents and ligands. Nitrogenous heterocycles are widely occurred in natural products, polymers and orgao-electronic materials. Traditionally, nitrogenous compounds are prepared with amonium, amines or anilines as starting materials via addition reactions, condensation reactions, substitution reactions or cycloaddition reactions. It is significant for organic chemists to develop approaches towards nitrogenous heterocycles with green and ecological starting materials via new cyclization mode. This proposal is focused on the synthesis of Nitrogenous heterocycle with readily-available and ecological diaryliodonium reagents and samll molecules (e.g. nitriles, azides, alkynes or alkenes).Nitrogenous heterocycles such as quinolines, indoles or pyridines are anticipated to obtain by mutli-component and one-pot reactions via electrophilic annulation induced by diaryliodoniums. Naturally, the mechanism of diaryliodoniums induced electrophilic annulations will be thorough investigated. The study in this project enable the synthesis of nitrogenous heterocycles with low-costly and ecological substrates and is highly suitable for synthesis of densely substituted nitrogenous heterocycles. The multi-substituted product are mostly prepared under regio-selective pathway since the regio-selectivity of substrates would be easily controlled by electrophilic effect. This method with diaryliodonium reagent are easily applied to a large variety of nitrogenous heterocycles systemically.

含氮杂环是一类非常重要的有机化合物，是构成许多生物活性分子、药物分子、配体分子的重要结构单元，广泛存在于各种天然产物、高分子、光电分子材料中。含氮杂环传统上主要是以氨、苯胺为原料，经过加成、缩合、取代或环加成反应来合成。发展以绿色、环保的物质为原料，通过新的环化反应模式来高效、选择性高地合成氮杂环是有机化学中重要的科学问题。 本项目旨在以简单易得、环保的二芳基高价碘试剂为原料，与腈、叠氮化物、炔烃和烯烃等小分子反应，经过亲电诱导的环化反应，发展多组分、一锅法制备喹啉、吲哚、吡啶等氮杂环；同时开展高价碘试剂参与地亲电环化反应的机理研究。本项目的研究能够实现以经济环保的底物合成氮杂环，非常适宜合成多取代氮杂环；容易通过亲电效应实现底物的区域选择性控制，高选择性地合成多取代产物，是系统合成多种含氮杂环的新方法。

含氮杂环是一类非常重要的有机化合物，是构成许多生物活性分子、药物分子、配体分子的重要结构单元，广泛存在于各种天然产物、高分子、光电分子材料中。含氮杂环传统上主要是以氨、苯胺为原料，经过加成、缩合、取代或环加成反应来合成。发展以绿色、环保的物质为原料，通过新的环化反应模式来高效、选择性高地合成氮杂环是有机化学中重要的科学问题。.本项目旨在以简单易得、环保的二芳基高价碘试剂为原料，与腈、叠氮化物、炔烃和烯烃等小分子反应，经过亲电诱导的环化反应，发展多组分、一锅法制备喹啉、吲哚、吡啶等氮杂环；同时开展高价碘试剂参与地亲电环化反应的机理研究。本项目的研究能够实现以经济环保的底物合成氮杂环，非常适宜合成多取代氮杂环；容易通过亲电效应实现底物的区域选择性控制，高选择性地合成多取代产物，是系统合成多种含氮杂环的新方法。