52920-25-9

Upstream product

• 67-56-1 methanol 
• 62-53-3 aniline 
• 119-67-5 o-carboxybenzaldehyde 
• 18167-15-2 3-hydroxy-2-phenylisoindolin-1-one 
• 91-13-4 α,α'-dibromo-o-xylene 
• 19375-67-8 2-phenylisoindoline 
• 74-88-4 methyl iodide 
• 520-03-6 N-phenylphthalimide 

Relevant academic research and scientific papers

Oxidative Desymmetrization of Isoindolines Realized by tert -Butyl Nitrite (TBN) Initiated Radical sp 3C-H Activation Relay (CHAR)

An oxidative desymmetrization of isoindolines was realized by TBN initiated radical sp 3C-H activation relay (CHAR), providing a series of ω-hydroxylactams in high yields. This reaction exhibits broad substrate scope and functional group tolerance, and even N -alkyl iso-indolines can be well tolerated. The mechanistic study shows that the C-H bond oxidation, dioxygen trapping and intramolecular 1,5-H shift might be the key steps to achieve the oxidative desymmetrization.

Unprecedented selective homogeneous cobalt-catalysed reductive alkoxylation of cyclic imides under mild conditions

The first general and efficient non-noble metal-catalysed reductive C2-alkoxylation of cyclic imides (phthalimides and succinimides) is presented. Crucial for the success is the use of [Co(BF4)2·6H2O/triphos (L1)] combination and no external additives are required. Using the optimal cobalt-system, the hydrogenation of the aromatic ring of the parent phthalimide is avoided and only one of the carbonyl groups is selectively functionalized. The resulting products, N- and aryl-ring substituted 3-alkoxy-2,3-dihydro-1H-isoindolin-1-one and N-substituted 3-alkoxy-pyrrolidin-2-one derivatives, are prepared under mild conditions in good to excellent isolated yields. Intramolecular reductive couplings can also be performed affording tricyclic compounds in a one-step process. The present protocol opens the way to the development of new base-metal processes for the straightforward synthesis of functionalized N-heterocyclic compounds of pharmaceutical and biological interest.

Selective Ruthenium-Catalyzed Reductive Alkoxylation and Amination of Cyclic Imides

Reported herein, for the first time, is the selective ruthenium-catalyzed reductive alkoxylation and amination of phthalimides/succinimides. Notably, this novel methodology avoids hydrogenation of the aromatic ring and allows methoxylation of substituted imides with good to excellent selectivity for one of the carbonyl groups. The reported method opens the door to the development of new processes for the selective synthesis of various functionalized N-heterocyclic compounds. As an example, intramolecular reductive couplings to afford tricyclic compounds are presented for the first time.

Preparation of α-aminophosphines on solid support: Model studies and parallel synthesis

On-resin assembly of phosphine ligands represents a formidable challenge. Following model solution studies, we developed two synthetic routes for α-aminophosphine synthesis on solid support. The ligands are prepared via the Mannich reaction of the resin-bound aldehyde, amine and diphenylphosphine with very good yield and purity. Alternatively, the amine can serve as the anchoring building block. The ligands were qualitatively and quantitatively analyzed using gel-phase 31P and 13C NMR techniques. The studies culminated in the parallel synthesis of a 40-member library of borane-protected α-aminophosphines.

Condensed pyrrolinone derivatives, their production and use

The compound of the formula STR1 wherein X is a cyclic group which may optionally be substituted; Y is a carboxyl group which may optionally be esterified or amidated; Z is --CH CH--CH CH--, --S--(CH 2) l --S--(l is an integer of 1 to 3), --N CH--CH N-- o