1552282-95-7Relevant academic research and scientific papers
Arynes double bond insertion/nucleophilic addition with vinylogous amides and carbodiimides
Wu, Chao,Li, Ran,Tang, Huarong,Fu, Haixing,Ren, Hailong,Wang, Xuemei,Wu, Chunrui,Shi, Feng
, p. 1344 - 1355 (2014/03/21)
Arynes are shown to insert into some C=X double bonds, leading to benzannulated four-membered rings. The strain of these rings allow for a ready, spontaneous opening to afford o-quinomethide analogues. Subsequent nucleophilic addition re-aromatizes the intermediates to achieve ortho-difunctionalization of arynes. In this report, we describe the aryne insertion into the C=C double bonds of vinylogous amides and the C=N double bonds of carbodiimides. The correlation and comparison with aryne single bond insertion chemistry will be discussed. Computational studies for the ring-opening step, as well as the nature of the o-quinomethide intermediates, will also be discussed.
