Pauson–Khand反应（简称PK反应）是在金属钴羰基化合物催化下炔烃、烯烃、一氧化碳发生[2+2+1]环化生成环戊烯酮类化合物的反应。然而，CO因其剧毒而受到限制。因此，寻找CO替代物和易得的钴源或其他金属催化剂以提高反应的实用性和多样性，对于丰富和拓宽PK反应有重要意义。异腈作为CO等电子体，且生成的产物带有一个环外的C=N双键, 可作为一个活化基团进一步衍生所需的目标分子。本课题拟以异腈的金属插入反应为主线，发展和建立以多种全碳链、胺链的炔-胺、炔-异硫氰酸酯、炔-烯、炔-氰基化合物为底物的、基于异腈参与的Hetero Pauson–Khand反应，制备一些带有特定官能团的含天然产物骨架的杂环化合物，并且将利用所建立的HPK反应合成几个吲哚生物碱，如physostigmine或flustramides。

Pauson–Khand reaction (PK) is referred to the cobalt carbonyl compounds-catalyzed [2+2+1] cycloaddition reaction of alkynes, alkenes with CO for the synthesis of cyclopentenone derivatives. However, its application has been limited due to the high level of toxicity of CO. Therefore, seeking the substitutes of CO, new cobalt source or other catalysts to promote the practicability and variety of PK reaction should be very valuable for enriching and broadening PK reaction. Isocyanides, as a isoelectronic species of CO, take place the PK reaction to provide the pyrrolo[2,3-b]indole derivatives with a exocyclic C=N double bond, which would act as a reactive group to derive new useful target molecules. This project will develop some novel isocyanides-based Hetero Pauson–Khand reactions from amino–, iso(thio)cyanate–, ene–, cyano–yne with various carbon /amine chains to prepare the heterocycles with a substituent at a specific functional groups that are usually synthesized difficultly via conventional methods. Furthermore, the indole alkaloid physostigmine or flustramides would be synthesized by utilizing the developed new HPK reactions.