A convenient, high-yielding copper-free synthesis of skipped 1, 4-diynes
J Kessabi, R Beaudegnies, PMJ Jung, B Martin…
文献索引：Kessabi, Jilali; Beaudegnies, Renaud; Jung, Pierre M. J.; Benjamin Martin, Florian Montel; Wendeborn, Sebastian Synthesis, 2008 , # 4 p. 655 - 659
Although widely employed, this copper-mediated cross-coupling approach to 1,4-diynes can suffer from a number of limitations (Scheme [2] ). Firstly, the yield of the desired coupled product 1 can be reduced due to competitive formation of regioisomeric alkynylallenes 2 which result from an undesired nucleophilic attack by the acetylenic copper species at the triple bond (S N 2′) rather than at the sp 3 carbon of the electrophile (pathways A and B, respectively). In ...
