Synthesis of Carbazoles from 2‐Iodobiphenyls by Palladium‐Catalyzed C−H Activation and Amination with Diaziridinone

Abstract

A facile and efficient approach has been developed for the synthesis of carbazoles from 2iodobiphenyls and diaziridinone under palladium catalysis. A wide range of carbazoles were synthesized in good to excellent yields, and indole derivatives were obtained by using styrenes as the substrate. The palladacycles obtained from 2-iodobiphenyls acted as the key intermediate, and the reaction should proceed via a tandem Pd-catalyzed CÀH activation/dual CÀN bond formation sequence.

Synthesis of Indoles through Palladium-Catalyzed Three-Component Reaction of Aryl Iodides, Alkynes, and Diaziridinone

“…On the basis of these experimental results and previous reports, , we proposed a mechanism, as shown in Scheme . The catalytic cycle starts with the oxidative addition of iodobenzenes to Pd(0).…”

Palladium-Catalyzed Dual Coupling Reaction of 2-Iodobiphenyls with o-Bromoanilines through C–H Activation: An Approach for the Synthesis of Tribenzo[b,d,f]azepines

“…By reacting with 2-bromoanilines, the reaction would form C–C and C–N bonds and provide tribenzo­[ b , d , f ]­azepines as the products. However, the amino group of anilines could be diarylated by C , C -palladacycles to form carbazoles . This undesired reaction should be overcome to achieve the azepine-forming reaction.…”

Recent Progress in the Transition Metal Catalyzed Synthesis of Indoles

“…During the drafting of this review many papers continued to appearing in the literature. They have been not discussed here but they could be of interest for the reader [147][148][149][150][151][152][153][154][155][156][157][158][159]. Recently, the classical syntheses, which are still widely used and improved, have been juxtaposed with many transition metal catalyzed syntheses.…”