Author/Authors :
Fernando، نويسنده , , Dilinie P. and Jiao، نويسنده , , Wenhua and Polivkova، نويسنده , , Jana and Xiao، نويسنده , , Jun and Coffey، نويسنده , , Steven B. and Rose، نويسنده , , Colin and Londregan، نويسنده , , Allyn and Saenz، نويسنده , , James and Beveridge، نويسنده , , Ramsay and Zhang، نويسنده , , Yingxin and Storer، نويسنده , , Gregory E. and Vrieze، نويسنده , , Derek and Erasga، نويسنده , , Noe and Jones، نويسنده ,
Abstract :
In the context of our ghrelin inverse agonist program, a functionalized bromoindane 3 provided a versatile intermediate for structure–activity relationship studies. After developing operationally simple cross-coupling reactions, a broad spectrum of chemical space was successfully explored. Optimization of a one-pot borylation/Suzuki sequence provided the desired products in high yield with low loading of the palladium catalyst. High yields of N-linked heterocyclic analogues were obtained through palladium catalyzed C–N bond formation. In addition, carboxylation of the bromoindane provided an indane carboxylic acid for further diversification.
Keywords :
Suzuki , cross-coupling , Bromoindane , Spiroazetidine–piperidine , heterocycle
