117847-15-1Relevant articles and documents
A terphenyl phosphine as a highly efficient ligand for palladium-catalysed amination of aryl halides with 1° anilines
Shi, Ji-cheng,Zhang, Lixue,Zhou, Fabin
, p. 238 - 243 (2021/09/07)
A terphenyl phosphine ligand (2,6-bis(2,4,6-triisopropylphenyl)phenyl-dicyclohexylphosphine, TXPhos) and its supported palladium complex [(TXPhos)(allyl)PdCl] have been developed and the catalyst system is highly efficient in amination of aryl halides with 1° anilines, especially effective for densely functionalized substrates including both partners possessing ortho-ester, acetyl, nitrile and nitro groups. With the TXPhos-supported catalyst system, many partner combinations have been unprecedentedly realized and the base scope has been even extended to KOAc, which is even the best choice in the amination of 2-nitrochlorobenzene.
Activation of remote meta-C-H bonds assisted by an end-on template
Leow, Dasheng,Li, Gang,Mei, Tian-Sheng,Yu, Jin-Quan
scheme or table, p. 518 - 522 (2012/09/07)
Functionalization of unactivated carbon-hydrogen (C-H) single bonds is an efficient strategy for rapid generation of complex molecules from simpler ones. However, it is difficult to achieve selectivity when multiple inequivalent C-H bonds are present in t
Aromatic Nitro group Displacement Reactions. Part 2. The Synthesis of Diarylamines and some Heteroaromatic Analogues.
Gorvin, John H.
, p. 1662 - 1681 (2007/10/02)
In dipolar aprotic solvents, activated aromatic nitro-groups can usually be displaced by anilines of enhanced N-acidity in the presence of the heavier alkali-metal carbonates.When catalysed by potassium t-butoxide, however, attack occurs preferentially at other reactive centers in the molecule, except where the nitro-group is highly activated.Some of the resulting diarylamines (the term is here expanded to include arylaminoxanthen-9-ones) are intermediates in the synthesis of heterocycles.
The Synthesis of Di- and Tri-arylamines through Halogen Displacement by Base-activated Arylamines: Comparison with the Ullmann Condensation
Gorvin, John H.
, p. 1331 - 1336 (2007/10/02)
In dipolar aprotic solvents, nitranions derived from anilines of enhanced N-acidity displace fluorine from activated aromatic compounds at room temperature.Diarylamines thus produced are free from triarylamines, which are formed at higher temperatures when diarylamines, after N-deprotonation by potassium t-butoxyde or by the heavier alkali metal carbonates, similarly displace activated fluorine.Certain diarylamines can also be prepared by chlorine displacement in the presence of alkali metal carbonates.It is confirmed that such carbonates play only an auxiliary role in the Ullmann (copper-assisted) diarylamine synthesis conducted in dipolar aprotic solvents; they may indeed impede the reaction in some instances.
