Palladium-catalyzed carbonylation with direct indole C-H activation involving HCFO-1233zd (E)

Abstract

3-Idolenone is a key intermediate in the synthesis of many drugs and plays an important role in synthetic chemistry and biochemi-stry. A new method for the synthesis of trifluoromethylated 3-indolenones by carbonylation reaction catalyzed by Pd (0) is de-scribed. In the absence of an additive, 1-chloro-3,3,3-trifluoro-propylene (a cheap ozone-friendly CF3 structural unit) reacts with indole and carbon monoxide to synthesize trifluoromethylatedindolenone, good yield, Regioselectivity and Chemoselectivity, and strong resistance to basal functional groups such as alkynes, aldehydes and esters. It is worth mentioning that not only indole compounds can be well transformed into the corresponding products, pyrrole, hetero-indole also can be well completed the cor-responding chemical transformation. This late construction of trifluoromethylated indole/pyrrole 3-ketene provides a scientific method.