1256156-75-8Relevant academic research and scientific papers
N-Heterocycle-Stabilized Iodanes: From Structure to Reactivity
Boelke, Andreas,Lork, Enno,Nachtsheim, Boris J.
supporting information, p. 18653 - 18657 (2018/11/23)
Pseudocyclic aryl-λ3-iodanes are superior reagents for a variety of oxidative transformations due to a well-balanced relation between stability, solubility and reactivity. Their properties are substantially influenced by a dative interaction between a Lewis base, in general the oxygen atom of a carboxylic acid or an amide, and the central hypervalent iodine atom. This work presents the first systematic investigation of pseudocyclic N-heterocycle-stabilized iodanes (NHIs). The synthesis of these throughout shelf-stable solids is robust and can be achieved on a large scale. Their reactivity is highly tunable, depending on the stabilizing heterocycle. Solid state structures of selected derivatives are reported and their reactivity in a model oxygen transfer reaction is compared. Further derivatization reactions to N-heterocycle-stabilized pseudocyclic diaryliodonium salts and cyclic iodoso species are presented as well.
Deproto-metallation using a mixed lithium-zinc base and computed CH acidity of 1-aryl 1H-benzotriazoles and 1-aryl 1H-indazoles
Nagaradja, Elisabeth,Chevallier, Floris,Roisnel, Thierry,Dorcet, Vincent,Halauko, Yury S.,Ivashkevich, Oleg A.,Matulis, Vadim E.,Mongin, Florence
, p. 1475 - 1487 (2014/03/21)
1-Aryl-1H-benzotriazoles and -1H-indazoles were synthesized, and their deproto-metallation using the base prepared by mixing LiTMP with ZnCl 2·TMEDA (1/3 equiv.) was studied. In the indazole series, reactions occurring at the 3 position were fo
A ligand-free copper (1) catalysed intramolecular N-arylation of diazoaminobenzenes in PEG-water: An expeditious protocol towards regiospecific 1-aryl benzotriazoles
Mukhopadhyay, Chhanda,Tapaswi, Pradip Kumar,Butcher, Ray J.
supporting information; experimental part, p. 4720 - 4729 (2010/11/17)
An efficient and highly versatile method for the synthesis of diverse regiospecific 1-arylbenzotriazoles being important medicinal scaffolds, by the copper (1) catalysed intramolecular N-arylation of diazoaminobenzenes of 2-haloaryldiazonium salts in PEG-water has been developed. A very simple reaction protocol, large number of substrate affordability and excellent yields are the main features of this methodology.
