高价碘化学已日渐成为有机合成化学的一个重要研究领域。本项目拟在申请人前期工作基础上，继续运用高价碘试剂来发展具有潜在药理活性的杂环化合物合成的新策略、新方法：（1）开发一类高价碘试剂介导下经新型串联反应过程合成螺[吲哚啉-2,1'-异吲哚啉]-3,3'-二酮B、螺[异吲哚啉-1,3'-异喹啉]-1',3,4'-三酮类化合物L及其类似物N等一系列结构新颖的螺杂环化合物的新途径；（2）筛选一系列手性高价碘氧化剂，研究相关串联反应在手性高价碘试剂介导下的立体选择性；（3）基于此新型串联反应，设计并研究合成多环化合物Q和S及具有潜在药理活性的杂环化合物U-W等一系列杂环化合物。目前，前期的基础工作已经以可靠的实验结果（产物B1结构已由X-ray单晶衍射确定）证实了二芳基乙炔类化合物A1可在高价碘试剂PIFA介导下发生氧化串联反应，在实验层面上证实了所设计课题及其相关应用研究的合理性及可行性。

Hypervalent iodine chemistry is gradually becoming an important research area of organic synthetic chemistry. Based on the previous work achieved by the applicant's research group, this project is devoted to the development of novel synthetic strategies and methods for the construction of the potentially bioactive heterocyclic compounds mediated by hypervalent iodine reagents: (1) developing a novel method for the synthesis of a series of structurally novel spiro heterocyclic compounds, including spiro[indoline-2,1'-isoindoline]-3,3'-diones B, spiro[isoindoline-1,3'-isoquinoline]-1',3,4'- triones L and its analog N, through the novel oxidative cascade reactions mediated by hypervalent iodine reagent; (2) screening a series of chiral hypervalent iodine reagents and carrying out study on the enantioselectivity of this novel oxidative cascade reaction; (3) Based on the novel oxidative cascade reactions, designing and accomplishing the construction of a series of non-spiro compounds, including polycyclic compounds Q and S as well as the biologically important heterocyclics U-W. At present, our preliminary experimental work has corroborated with reliable results that diarylacetylene substrate A1 can undergo the PIFA-mediated oxidative cascade reaction to give the desired target product (the structure of compound B1 has been undoubtedly established by X-ray crystal analysis), which proved by the experimental results that the study on the proposed projectss and its related application is reasonable and feasible.