Iron‐Catalyzed CH Fuctionalization of Indoles

Abstract

An easily available iron catalyst was developed to accomplish the C À H functionalization of indoles with a-aryl-a-diazoesters in high yields under mild conditions. The asymmetric C À H functionalization of indoles was also realized by using iron complexes of chiral spiro bisoxazolines with up to 78% ee.

Iron Catalysis in Organic Synthesis

“…915 Iron(II) perchlorate was employed as catalyst in the presence of TMEDA and sodium tetrakis(3,5-bis(trifluoromethyl)phenyl)borate (NaBAr F ) (eq a). By application of a chiral spirobisoxazoline ligand, an enantioselective variant of this transformation could be established (eq b).…”

Transition Metal‐Catalyzed CH Activation of Indoles

“…Other methods for asymmetric allylic alkylation have also been developed. [134][135][136][137][138][139] …”

Synthesis of quinoline-3-carboxylates by a Rh(II)-catalyzed cyclopropanation-ring expansion reaction of indoles with halodiazoacetates

“…The reaction has been studied for the three principle classes of carbenoids: acceptor-acceptor [9–11], mono-acceptor [12] and donor-acceptor [13–16], and all the carbenoids react preferentially at the electron rich C2–C3 double bond. The catalysts used for the generation of the carbenoids are typically salts of Cu [9,11,13], Rh [10,12,16], Fe [14] and Ru [15]. The substitution pattern of the indole substrate can have a significant effect on chemo- and regioselectivity.…”