100723-81-7

Upstream product

• 1008-89-5 2-phenylpyridine 
• 546-88-3 acetylhydroxamic acid 
• 590-28-3 potassium cyanate 
• 186298-87-3 N-(3-Oxo-3H-1λ³-benzo[d][1,2]iodoxol-1-yl)-acetamide 
• 5806-90-6 N-methoxyacetamide 
• 19226-36-9 3-phenyl-5H-1,4,2-dioxazol-5-one 

Relevant academic research and scientific papers

Chemical Upcycling of Waste Poly(bisphenol A carbonate) to 1,4,2-Dioxazol-5-ones and One-Pot C?H Amidation

Chemical upcycling of poly(bisphenol A carbonate) (PC) was achieved in this study with hydroxamic acid nucleophiles, giving rise to synthetically valuable 1,4,2-dioxazol-5-ones and bisphenol A. Using 1,5,7-triazabicyclo[4.4.0]-dec-5-ene (TBD), non-green carbodiimidazole or phosgene carbonylation agents used in conventional dioxazolone synthesis were successfully replaced with PC, and environmentally harmful bisphenol A was simultaneously recovered. Assorted hydroxamic acids exhibited good-to-excellent efficiencies and green chemical features, promising broad synthetic application scope. In addition, a green aryl amide synthesis process was developed, involving one-pot depolymerization from polycarbonate to dioxazolone followed by rhodium-catalyzed C?H amidation, including gram-scale examples with used compact discs.

Ortho–C–H amidations enabled by a recyclable manganese-ionic liquid catalytic system

We described an environmentally benign, recyclable base metal catalyst system (MnBr(CO)5/[Hmim]OAc) for ortho–C–H amidation. The readily available dioxazolones was used as the amidation agents. A broad substrate scope and high functional group

N-Methoxyamide: An Alternative Amidation Reagent in the Rhodium(III)-Catalyzed C-H Activation

In the field of transition-metal-catalyzed C-H activation, N-methoxyamides are widely used as C-H activation substrate. Unexpectedly, in this work N-methoxyamides were found to work as efficient amidation reagents in the rhodium(III)-catalyzed C-H activation with boric acid as a cocatalyst. This reaction features broad substrate scope and good yields.

Mechanochemical Rhodium(III)-Catalyzed C-H Bond Amidation of Arenes with Dioxazolones under Solventless Conditions in a Ball Mill

A procedure for the direct mechanochemical rhodium(III)-catalyzed C-H bond amidation of arenes with 1,4,2-dioxazol-5-ones as the nitrogen source has been developed. The transformation proceeds under solventless conditions and does not require additional h

Chelation-Assisted Rhodium-Catalyzed Direct Amidation with Amidobenziodoxolones: C(sp2)-H, C(sp3)-H, and Late-Stage Functionalizations

Air-stable and convenient amidobenziodoxolones as an amidating reagent were disclosed to enable direct amidation on a wide range of C(sp2)-H bonds of (hetero)arenes and alkenes, as well as unactivated C(sp3)-H bonds under RhIII catalysis. The approach to access 49 examples of structurally diverse amides is featured by mild conditions, complete chemoselectivity and regioselectivity, broad substrate scope (not limited to strongly heterocyclic coordinating groups), and tolerance of valuable functional substituents, such as unprotected amine and hydroxyl groups. The synthetic applicability of this protocol is also demonstrated by late-stage functionalization of biologically important scaffolds.

Chelation-Assisted Copper-Mediated Direct Acetylamination of 2-Arylpyridine C-H Bonds with Cyanate Salts

In this study, the coupling of 2-phenylpyridine derivatives and potassium cyanate through C-H bond functionalization in the presence of a copper salt is developed for the first time. By this protocol, various heteroarylated acetanilide derivatives are synthesized in good yields. 2-Phenylpyridines containing electron-donating and -withdrawing groups appear to be well-tolerated by this transformation.

Cationic Cobalt(III)-Catalyzed Aryl and Alkenyl C-H Amidation: A Mild Protocol for the Modification of Purine Derivatives

A cationic cobalt(III)-catalyzed direct C-H amidation of unactivated (hetero)arenes and alkenes by using 1,4,2-dioxazol-5-ones as the amidating reagent has been developed. This transformation proceeds efficiently under external oxidant-free conditions wit

Comparative Catalytic Activity of Group 9 [CpMIII] Complexes: Cobalt-Catalyzed C-H Amidation of Arenes with Dioxazolones as Amidating Reagents

A procedure for the [CpCoIII]-catalyzed direct C-H amidation of arenes with dioxazolone has been developed. This reaction proceeds under straightforward and mild conditions with a broad range of substrates, including anilides. A comparative study on the catalytic activity of Group 9 [{CpMCl2}2] complexes revealed the unique efficiency of the cobalt catalyst. Pick of the bunch: A variety of arenes, including anilides, underwent direct C-H amidation with dioxazolones in the presence of a cobalt catalyst with a Cp? ligand under mild and straightforward reaction conditions (see scheme; Piv=pivaloyl). A comparative study of Group 9 [CpMIII] complexes revealed the unique ability of the cobalt catalyst to promote this transformation efficiently.

Mechanistic Studies on the Rh(III)-Mediated Amido Transfer Process Leading to Robust C-H Amination with a New Type of Amidating Reagent

Mechanistic investigations on the CpRh(III)-catalyzed direct C-H amination reaction led us to reveal the new utility of 1,4,2-dioxazol-5-one and its derivatives as highly efficient amino sources. Stepwise analysis on the C-N bond-forming process showed th

Rh(III)-Catalyzed C-H amidation with N-Hydroxycarbamates: A new entry to N-Carbamate-protected arylamines

An unprecedented Rh(III)-catalyzed direct intermolecular C-H amidation with N-hydroxycarbamates has been developed. Different directing groups, such as pyridine, pyrimidine, pyrazole, and N-OMe oxime, can be employed in this C-H amidation process, providi