123027-99-6Relevant articles and documents
A synthetic approach to carbazoles using electrochemically generated hypervalent iodine oxidant
Kajiyama, Daichi,Inoue, Keisuke,Ishikawa, Yuichi,Nishiyama, Shigeru
, p. 9779 - 9784 (2010)
Carbazoles were successfully synthesized by oxidative cyclization of the corresponding diaryl derivatives using electrochemically generated hypervalent iodine oxidant. Electron-withdrawing nitro and donating methoxy groups at the para position of the acetamide group interfered with cyclization. Glycozoline (8) was successfully synthesized in five steps with 50% overall yield.
Synthesis of 5,9-Diaza[5]helicenes
Wei?, Aaron,Podlech, Joachim
, p. 6697 - 6701 (2019/11/02)
A new method for the synthesis of 5,9-diaza[5]helicenes is presented using 2,3-bis(acylamino)-substituted ortho-terphenyls as precursors. Activation of the amide groups and electrophilic substitution at the ortho positions of the adjacent phenyl groups leads to the 5,9-diaza[5]helicenes. A stepwise reaction including protection of the first amino group, amide formation at the second amino group with subsequent cyclization, followed by deprotection, amide formation and cyclization at the first amino group ensures that both electrophilic substitutions take place at sufficiently activated arenes and allows for the different substituents at the diaza[5]helicenes brought in with the amide groups. The terphenyl precursors are synthesized by two Suzuki couplings of suitably substituted building blocks. Three different 5,9-diaza[5]helicenes with aliphatic, alkenyl and methoxycarbonylalkyl substituents were prepared; the latter would allow to attach further functionalities by ester or amide linkage.
An intramolecular palladium-catalysed aryl amination reaction to produce benzimidazoles
Brain, Christopher T,Brunton, Shirley A
, p. 1893 - 1895 (2007/10/03)
A novel synthesis of benzimidazoles by a palladium-catalysed intramolecular N-arylation reaction from (o-bromophenyl)amidine precursors is described.
