两种或者两种以上催化剂参与的共催化体系，因具有高效、经济、绿色、操作简单等优点而引起了化学家的极大兴趣，在新药设计与合成、天然产物合成和组合化学中都有广泛的应用。共催化体系中金属-有机共催化体系由于结合了金属催化剂和有机催化剂两者的优点已成为有机合成领域的研究热点。 本文利用共催化策略，以氮杂环卡宾和金属Ni/Pd为共催化剂，研究了一锅煮的串联安息香缩合反应和烯丙基烷基化反应，制备出了一系列具有多官能团的α-羰基高烯丙醇化合物，并分别对它们进行了结构表征。 （1）以各类醛和烯丙基酯为原料，利用氮杂环卡宾和金属配合物（无水NiCl2/PdCl2）为共催化剂，通过串联的安息香缩合和烯丙基亲核取代反应得到多官能团的α-羰基高烯丙醇化合物。 （2）以与安息香有类似结构的α-羟基酯型化合物和烯丙基醋酸酯为原料，利用PdCl2为催化剂，通过烯丙基亲核取代反应，制备出α-酯基高烯丙醇化合物，成功地实现了α-羟基酯型化合物作为亲核试剂参与的烯丙基亲核取代反应。 （3）在微波辅助下，对氮杂环卡宾和金属配合物共催化烯丙基亲核取代反应进行进一步的研究，与传统油浴加热的方法相比，微波技术可将氮杂环卡宾和金属配合物共催化的串联安息香缩合和烯丙基烷基化反应时间由18 h缩短为100 min，产率由70 %提高到85 %。

Cooperative catalysis include two or more catalysis have attracted great attention of chemists, because of its many characteristics, such as efficient, economic, green and simple operation. It is widely applied in the design and synthesis of new drug, synthesis of natural product and combinatorial chemistry. Having the advantages of metal and organic catalyst, Metal-organic cooperative catalysis becomes a hot research area in organic synthesis. In this paper, a continuous reaction catalyzed by N-heterocyclic carbenes and Ni/Pd cooperative catalysis was studied. The continuous reaction includes benzoin condensation and allylic nucleophilic substitution. Allylated α-hydroxy carbonyl compound was prepared and characterized. (1) With the presence of nickel (Ⅱ)/Palladium (Ⅱ) chloride as metal complex catalyst and N-heterocyclic carbene as organic catalyst effective one pot synthesis of allylated α-hydroxy carbonyl compound was developed using benzaldehyde and cinnamyl acetate as precursors in potassium carbonate THF solution. (2) With the presence of Palladium (Ⅱ) chloride as metal complex catalyst synthesis of allylated α-hydroxy carbonyl compound was developed using α-hydroxy ester compound and cinnamyl acetate as precursors in potassium carbonate THF solution. Experimental results show that α-hydroxy ester type compound can also be used as nucleophile to participate allyl nucleophilic substitution reaction. (3) In microwave-assisted, nucleophilic substitution reaction catalyzed by N-heterocyclic carbene and metal complexes cooperative catalysis was further studied. Compared with traditional methods of heating oil bath, Microwave Technology shortens the reaction time from 18 h to 100 min, yield from 70 % to 85 %.