This thesis is mainly focused on the reactions of arynes with sulphoxides and azodicarboxylates, respectively. It consists of three chapters.In Chapter One, recent studies of arynes are reviewed, including the chemical properties, prepration, and related reactions of arynes.Chapter Two details our work on the insertion of aryne into the S=O double bond of sulphoxide, which can be used for preparing doubly functionalized arenes.In Chapter Three, reactions of arynes with azodicarboxylates are described. As a structure uint, indole is widely present in natural products and drug molecules. A C-N bond was formed through reaction of an aryne with an azodicarboxylate, and this method was applied to preparing heterocycles including indoles by a one-pot process, which could provide an efficient way to construct the skeletons of certain indole alkaloids. |