Pharmaceutical-oriented Indole Synthesis Via Base-Promoted Oxidative Amination Of Alcohols

The development of environment-friendly,highly efficient,and novel methods have always been a significant goal in contemporary organic synthesis,associated with considerable economic and environmental impacts.Transition metal free methodology is highly significant and crucial for medicinal chemistry and biological research as it can avoid the problem of metal residues in the final product.This study mainly focuses on base promoted,transition metal free,aerobic oxidative protocols.It mainly contains two parts,substituted indole synthesis from substituted aromatic amino alcohols and substituted ketone synthesis via Wittig intermediate.1.The first chapter highlights the background of indole,its importance,applications and biological activities.The chapter also focuses particularly on indole synthesis from amino alcohols,also provides an insight about the need and importance of transition metal free synthesis.2.The second chapter deals with the transition metal free,KOH mediated indole synthesis from substituted amino alcohols and its application for the synthesis of potential anti-breast cancer drug candidate.Through the screening of reaction,the study finds that 2.5 equiv of KOH in toluene at 120 ? afforded good to excellent yield of substituted indoles with broad substrate scope.This protocol works well for aliphatic amino alcohols to indole as well.This protocol is also effective for gram scale synthesis of a potential anti-breast cancer drug candidate.3.The third chapter is devoted to transition metal free,t-BuOK promoted benzophenone synthesis from Bromodiphenylmethan via Wittig intermediate.It sheds light on background of Wittig reagent,new trends and modification related to metal-free base mediated aerobic oxidative reaction.During the screening of reaction,the study finds that 2 equiv of t-BuOK in DMF at 80 ? successfully afforded benzophenone with excellent yield via Wittig intermediate.