62056-54-6

Upstream product

• 64-04-0 phenethylamine 
• 215657-43-5 N-pivaloyl-N-(2-fluorophenyl)methanesulfonamide 
• 3282-30-2 pivaloyl chloride 
• 3938-95-2 2,2-dimethyl-propanoic acid ethyl ester 
• 75-98-9 Trimethylacetic acid 
• 1229443-86-0 2-chloro-4,6-bis (2,6-dimethylphenyl)-1,3,5-triazine 
• 937-43-9 2-chloro-4-ethyl-6-methoxy-1,3,5-triazine 
• 36335-89-4 2-chloro-4-methoxy-6-phenyl-1,3,5-triazine 
• 589-08-2 N-Methyl-N-phenethylamine 
• 815-17-8 trimethylpyruvic acid 
• 91889-76-8 4,6-dimethoxy-1,3,5-triazin-2-yl 2,2-dimethylpropanoate 
• 1590361-11-7 O-diethylcarbamoyl-N-phenethylhydroxylamine 
• 42014-50-6 succinimidyl 2,2-dimethylpropionate 
• 156-28-5 2-phenylethylamine hydrochloride 

Downstream Products

• 134699-76-6 3-(2,2-Dimethyl-propionylamino)-2-phenyl-propionic acid 
• 90765-41-6 3-amino-2-phenyl-propionic acid hydrochloride 
• 68395-80-2 2-tert-butyl-5-phenyl-1,3-oxazole 

Relevant academic research and scientific papers

One-Step Synthesis of Aliphatic Potassium Acyltrifluoroborates (KATs) from Organocuprates

A one-step synthesis of aliphatic KATs from organocuprates is reported. Organolithium and organomagnesium reagents were readily transmetalated onto Cu(I) and coupled with a KAT-forming reagent to yield the respective aliphatic KAT. The protocol is suitable for primary, secondary and - for the first time - tertiary alkyl substrates. These protocols considerably expand the range of KATs that can be readily accessed in one step from commercially available starting materials.

Development of a triazinedione-based dehydrative condensing reagent containing 4-(dimethylamino)pyridine as an acyl transfer catalyst

A new triazinedione-based reagent, (N,N′-dialkyl)triazinedione-4-(dimethylamino)pyridine (ATD-DMAP) was developed for the operationally simple dehydrative condensation of carboxylic acids. This reagent comprises an ATD core and DMAP as the leaving group, which is liberated into the reaction system to accelerate acyl transfer reactions. Upon adding ATD-DMAP to a mixture of carboxylic acids and alcohols in the presence of an amine base, the corresponding esters were formed rapidly at room temperature. Moreover, dehydrative condensation between carboxylic acids and amines using ATD-DMAP proceeded in high yield.

Efficiency Enhancement of a Photocatalytic Decarbonylation of an Aminocyclopropenone by Benzothiophene Substitution

To improve the efficiency of the photocatalytic decarbonylation of cyclopropenones, the effects of substituents on cyclopropenone were explored. A benzothiophene-substituted aminocyclopropenone exhibited significantly improved decarbonylation efficiency t

Copper-Catalyzed Radical N-Demethylation of Amides Using N-Fluorobenzenesulfonimide as an Oxidant

An unprecedented N-demethylation of N-methyl amides has been developed by use of N-fluorobenzenesulfonimide as an oxidant with the aid of a copper catalyst. The conversion of amides to carbinolamines involves successive single-electron transfer, hydrogen-atom transfer, and hydrolysis, and is accompanied by formation of N-(phenylsulfonyl)benzenesulfonamide. Carbinolamines spontaneously decompose to N-demethylated amides and formaldehyde, because of their inherent instability.

N-demethylation method for amide and application thereof

The invention discloses an N-demethylation method for amide and application thereof. The method comprises the following steps: heating raw amide to 40-120 DEG C under the action of N-fluorodibenzenesulfonamide and a bivalent copper salt, and carrying out a reaction to obtain demethylated amide. The chemical structural formula of the raw amide is described in the specification; the chemical structural formula of the demethylated amide is described in the specification; and in the formulas, R1 is selected from aryl, alkyl and alkenyl groups, and R2 is selected from aryl, alkyl and alkenyl groups. With the method, N-demethylation of amide can be achieved; and the method has the advantages of mild reaction conditions, easiness in operation, low cost and the like.

Trizaine-based dehydrative condensation reagents bearing carbon-substituents

Herein, we report on the synthesis of alkyl-, aryl-, and alkynyl-substituted chlorotriazines and their ammonium salts, and demonstrate their utility in dehydrative condensation reactions. Although the electrophilicity of these reagents is mainly dependent on the hybridization of the carbon-substituents, it was found that bulky 2,6-dimethylphenyl group-substituted reagents resulted in the highest product yields because of a slight increase in reagent electrophilicity and/or steric hindrance favorable for desired dehydrative condensation reactions.

Development of Triazinone-Based Condensing Reagents for Amide Formation

Novel triazinone-based condensing reagents have been developed. The palladium-catalyzed O-N allylic rearrangement of 2-(allyloxy)-4,6-dichloro-1,3,5-triazine and subsequent regioselective substitution using alcohols and an amine afforded chlorotriazinones, which can be readily converted using N-methylmorpholine into the corresponding condensing reagents. The condensation of carboxylic acids and amines using these reagents proceeded to afford the desired amides in good yields. In comparison with 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride, the newly synthesized triazinone-based condensing reagents exhibited higher reactivity.

Phototriggered Active Alkyne Generation from Cyclopropenones with Visible Light-Responsive Photocatalysts

A photocatalytic active alkyne generation reaction was developed using cyclopropenone as a starting reagent. Visible light-responsive photocatalysts induced cyclopropenone decarbonylation. The resulting highly reactive alkyne could be used directly, witho

A Hydroperoxide-Mediated Decarboxylation of α-Ketoacids Enables the Chemoselective Acylation of Amines

Strategies for the formation of amide bonds, that is, one of the most basic and important transformations in organic synthesis, have so far focused predominantly on dehydration reactions. Herein, we report and demonstrate the practical utility of a novel decarboxylative amidation of α-ketoacids by using inexpensive tert-butyl hydroperoxide (TBHP), which is characterized by high yields, a broad substrate scope, mild reaction conditions, and a unique chemoselectivity. These features enable the synthesis of peptides from amino acid derived α-ketoacids under preservation of the stereochemical information.

Imido-substituted triazines as dehydrative condensing reagents for the chemoselective formation of amides in the presence of free hydroxy groups

In this paper, we discuss the synthesis of imido-substituted chlorotriazines and demonstrate their use in dehydrative condensation reactions. Chemoselective amide-forming reactions of amino alcohols using succinimido-substituted chlorotriazine (2A) proceeded smoothly. Occasionally, nonselectivity was problematic during the synthesis of hydroxy-substituted amides. Moreover, it was noteworthy that this method was applicable to hydroxy-substituted carboxylic acids that could have formed a lactone or an ester during the carboxylic acid activation step. The imido-substituted chlorotriazine (2A) was superior to the amido-substituted chlorotriazine and 2-chloro-4,6-dimethoxy-1,3,5-triazine (CDMT) in terms of reaction rates and yields.