3797-94-2Relevant academic research and scientific papers
Sodiation of Arenes and Heteroarenes in Continuous Flow
Weidmann, Niels,Ketels, Marthe,Knochel, Paul
supporting information, p. 10748 - 10751 (2018/07/30)
The first sodiations of (hetero)arenes in continuous flow using NaDA (sodium diisopropylamide) in Me2EtN are reported. This flow procedure enables sodiation of functionalized arenes and heteroarenes that decompose under batch-sodiation conditions. The resulting sodiated (hetero)arenes react instantly with various electrophiles, such as ketones, aldehydes, isocyanates, alkyl bromides, and disulfides, affording polyfunctionalized (hetero)arenes in high yields. Scale-up is possible without further optimization.
Hypervalent Iodine(III)-Promoted Phenyl Transfer Reaction from Phenyl Hydrazides to Nitriles
Yan, Yan,Zhang, Zhiguo,Wan, Yameng,Zhang, Guisheng,Ma, Nana,Liu, Qingfeng
supporting information, p. 7957 - 7963 (2017/08/14)
A useful transformation of nitriles to N-phenyl amides has been achieved through a novel intermolecular phenyl transfer reaction from phenyl hydrazides and N-addition to nitriles in the presence of PIFA under mild and solvent-free conditions. This cross-coupling reaction includes the oxidative cleavage of sp2 C-N bonds of phenyl hydrazides to form a phenyl radical and the subsequent N-addition to cyanos to form new sp2 C-N bonds and provides efficient access to various N-phenyl amides in moderate to good yields under mild reaction conditions.
Continuous flow photochemistry as an enabling synthetic technology: Synthesis of substituted-6(5: H)-phenanthridinones for use as poly(ADP-ribose) polymerase inhibitors
Fang,Tranmer
supporting information, p. 720 - 724 (2016/05/19)
Methods utilizing continuous flow photochemistry, an enabling synthetic technology, have been developed for the generation of phenanthridinones via an intramolecular photochemical cyclization of 2-chlorobenzamides for the purposes of generating poly(ADP-ribose) polymerase inhibitors. Herein we report 16 examples of a single-step flow photocyclization which produces substituted phenanthridinones in yields up to 99%, while a two-step method leads directly to phenanthridinones from 2-chlorobenzoyl chlorides and anilines via a novel continuous flow amidation/photocyclization protocol. Overall, the flow photocyclization reactions typically progress in good to excellent yields, and in a superior fashion to analogous batch methods, greatly enabling the drug discovery process.
Facile access to amides and hydroxamic acids directly from nitroarenes
Jain, Shreyans K.,Aravinda Kumar,Bharate, Sandip B.,Vishwakarma, Ram A.
, p. 6465 - 6469 (2014/08/18)
A new method for synthesis of amides and hydroxamic acids from nitroarenes and aldehydes is described. The MnO2 catalyzed thermal deoxygenation of nitrobenzene resulted in formation of a reactive nitroso intermediate which on reaction with aldehydes provided amides and hydroxamic acids. The thermal neat reaction in the presence of 0.01 mmol KOH predominantly led to formation of hydroxamic acid whereas reaction in the presence of 1 mmol acetic acid produced amides as the only product. the Partner Organisations 2014.
Diacylamines - Perfect Acylating Agents for Peptide Synthesis
Gruszecki, Wojciech,Gruszecka, Maria,Bradaczek, Hans
, p. 331 - 336 (2007/10/02)
A new series of diacylamines containing N-protected amino acids have been synthesized.These diacylamines, possessing ortho-substituted benzoyl groups were found to be excellent acylating agents for peptide synthesis.In this reaction the 2,6-dichlorobenzoy
NEW ACTIVATION OF CARBOXYLIC ACIDS BY REACTION WITH N,N-BIS-(2-OXO-3-OXAZOLIDINYL) PHOSPHORODIAMIDIC CHLORIDE (ClSPO)
Cabre-Castellvi, Juan,Palomo-Coll, Antonio Luis
, p. 4179 - 4182 (2007/10/02)
Pentacoordinated and quinquevalent phosphorus intermediates, have been isolated by reaction between the title reagent and carboxylic acids, prior to conversion into amides.
