39253-43-5Relevant articles and documents
Transition metals in organic synthesis, part 82.1 First total synthesis of methyl 6-methoxycarbazole-3-carboxylate, glycomaurrol, the anti-TB active micromeline, and the furo[2,3-c]carbazole alkaloid eustifoline-D
Forke, Ronny,Krahl, Micha P.,Krause, Tilo,Schlechtingen, Georg,Kn?lker, Hans-Joachim
, p. 268 - 272 (2007)
The palladium(0)-catalyzed animation followed by palladium(II)-catalyzed oxidative cyclization of the resulting diarylamine provides a short route to a series of 6-oxygenated carbazole alkaloids: glycozoline, 3-formyl-6- methoxycarbazole, methyl 6-methoxy
Electrochemical Reductive Arylation of Nitroarenes with Arylboronic Acids
Wang, Dan,Wan, Zhaohua,Zhang, Heng,Alhumade, Hesham,Yi, Hong,Lei, Aiwen
, p. 5399 - 5404 (2021/10/20)
The synthesis of diarylamine is extremely important in organic chemistry. Herein, a novel electrochemical reductive arylation of nitroarenes with arylboronic acids was developed. A variety of diarylamines were synthesized without the need for transition-metal catalysts. The reaction could be scaled up efficiently in a flow cell and several derivatization reactions were carried out smoothly. Cyclic voltammetry experiments and mechanism studies showed that acetonitrile, formic acid, and triethyl phosphite all played a role in promoting this reductive arylation transformation.
Cu(I)–N-heterocyclic carbene-catalyzed base free C–N bond formation of arylboronic acids with amines and azoles
Zhang, Maoyuan,Xu, Zengbing,Shi, Dabin
, (2020/12/25)
A new N-heterocyclic carbene (NHC) precursor of imidazolium chloride and its corresponding Cu(I)–NHC complex 1 was synthesized. The complex 1 was found to be a highly effective catalyst for Chan-Evans-Lam coupling of arylboronic acid with amines and azoles (including imidazole, pyrazole and triazole), without addition of base at room temperature. Various substituents on three substrates can be tolerated, giving the desired coupling products in good to excellent yields (62–94%). The method is practical and offers an alternative to the corresponding copper-catalyzed Chan-Evans-Lam process for the construction of C–N bonds.