35336-02-8

Upstream product

• 24544-04-5 2,6-diisopropylbenzenamine 
• 98-88-4 benzoyl chloride 
• 100-52-7 benzaldehyde 
• 28178-42-9 2,6-diisopropylphenyl isocyanate 
• 2162-74-5 N,N'-bis(2,6-diisopropylphenyl)carbodiimide 
• 65-85-0 benzoic acid 
• 622-16-2 1,3-Diphenylcarbodiimide 
• 32978-17-9 N'-phenyl-N-(2,6-diisopropylphenyl)thiourea 
• 93-58-3 benzoic acid methyl ester 
• 591-50-4 iodobenzene 
• 201230-82-2 carbon monoxide 
• 3262-89-3 triphenylboroxine 
• 101137-69-3 tert-butyl benzoyl(phenyl)carbamate 
• 93-99-2 benzoic acid phenyl ester 

Downstream Products

• 126681-26-3 1-Benzoyl-1-(2,6-diisopropyl-phenyl)-3-[2,2,2-trifluoro-1-phenyl-eth-(Z)-ylidene]-urea 
• 34743-25-4 N-(2,6-diisopropylphenyl)benzenecarbothioamide 
• 1056124-67-4 (Z)-N-[2,6-di(2-propyl)phenyl]benzenecarboximidoyl chloride 
• 791811-40-0 (E)-N-(2,6-diisopropylphenyl)benzimidoyl chloride 
• 582314-34-9 N-(2,6-diisopropylphenyl)-N'-methoxy-N'-methylbenzamidine 
• 582314-35-0 N-(2,6-diisopropylphenyl)-N'-methyl-N'-(methylamino)benzamidine 
• 582315-23-9 N-(2,6-diisopropylphenyl)-N'-hydroxy-N'-(4-methylphenyl)benzamidine 
• 791811-45-5 N-(2,6-diisopropylphenyl)-N'-{[(2,6-diisopropylphenyl)iminobenzyl]phenylamino}benzamidine 
• 1201516-55-3 Ta(tetrakis(dimethylamido))(N-(2,6-(iPr)2phenyl)(C₆H₅)amide(-1H)) 
• 1151517-17-7 N-(2,6-diisopropylphenyl)-N'-(4-isopropylphenyl)benzamidine 
• 1151517-16-6 N-(2,6-diisopropylphenyl)-N'-(4-methoxylphenyl)benzamidine 
• 1151517-19-9 N-(2,6-diisopropylphenyl)-N'-(tert-butyl)benzamidine 
• 1151517-22-4 N-(2,6-diisopropylphenyl)-N'-(2,6-dichlorophenyl)benzamidine 
• 1151517-20-2 N-(2,6-diisopropylphenyl)-N'-(2-fluorophenyl)benzamidine 

Relevant academic research and scientific papers

Sterically hindered (pyridyl)benzamidine palladium(II) complexes: Syntheses, structural studies, and applications as catalysts in the methoxycarbonylation of olefins

Reactions of ligands (E)-N′-(2,6-diisopropylphenyl)-N-(4-methylpyridin-2-yl)benzimidamide (L1), (E)-N′-(2,6-diisopropylphenyl)-N-(6-methylpyridin-2-yl)benzimidamide (L2), (E)-N′-(2,6-dimethylphenyl)-N-(6-methylpyridin-2-yl)benzimidamide (L3), (E)-N′-(2,6-dimethylphenyl)-N-(4-methylpyridin-2-yl)benzimidamide (L4), and (E)-N-(6-methylpyridin-2-yl)-N′-phenylbenzimidamide (L5) with [Pd(NCMe)2Cl2] furnished the corresponding palladium(II) precatalysts (Pd1–Pd5), in good yields. Molecular structures of Pd2 and Pd3 revealed that the ligands coordinate in a N^N bidentate mode to afford square planar compounds. Activation of the palladium(II) complexes with para-tolyl sulfonic acid (PTSA) afforded active catalysts in the methoxycarbonylation of a number of alkene. The resultant catalytic activities were controlled by the both the complex structure and alkene substrate. While aliphatic substrates favored the formation of linear esters (>70%), styrene substrate resulted in the formation of predominantly branched esters of up to 91%.

Enantiospecific Synthesis of Nepetalactones by One-Step Oxidative NHC Catalysis

An efficient oxidative NHC-catalyzed one-step transformation of (S)-or (R)-8-oxocitronellal to nepetalactone (NL) in enantio- A nd diastereomerically pure form has been developed. Several new and "easy to make" N-Mes-or N-Dipp-substituted 1,2,4-triazolium salts carrying nitroaromatic groups on N1 were synthesized and evaluated as precatalysts in combination with base and stoichiometric organic oxidant. Under optimized conditions, NLs are accessible in very good yields and diastereomerically pure under mild conditions. The oxidant used could be recovered and recycled under operationally simple conditions.

Synthesis of 2-Amino-1,3-dienes from Propargyl Carbonates via Palladium-Catalyzed Carbon-Nitrogen Bond Formation

A catalytic method to synthesize 1,3,-dienes from propargylic precursors is reported. This palladium-catalyzed carbon-nitrogen bond-forming reaction furnishes 2-amino-1,3-dienes in excellent yields (up to 98%) and shows a broad tolerance to functional group diversity. The reaction has been demonstrated for over 30 amine substrates, including anilines and indoles, and proceeds under mild neutral conditions. The resulting 1,3-dienes are of great synthetic interest because of their further reaction potential.

Para -Selective copper-catalyzed C(sp2)-H amidation/dimerization of anilides via a radical pathway

Copper-catalyzed amidation/dimerization of anilides via regioselective C(sp2)-H functionalization is achieved. The para-selective amidation is accomplished on the anilide aromatic ring via a radical pathway leading to C-N bond formation in the presence of ammonium persulfate as a radical source/oxidant for the copper catalyst. The developed protocol tolerates a wide range of anilide substrates. The regioselectivity is confirmed by single-crystal X-ray studies.

Isoprene Polymerization with Pyrazolylimine Cobalt(II) Complexes: Manipulation of 3,4-Selectivities by Ligand Design and Use of Triphenylphosphine

A series of pyrazolylimine CoCl2 complexes were synthesized and well characterized. The single crystal structures and coordination geometries of these complexes were confirmed by X-ray diffraction, which revealed dimeric and monomeric structure

Highly Chemoselective, Transition-Metal-Free Transamidation of Unactivated Amides and Direct Amidation of Alkyl Esters by N-C/O-C Cleavage

The amide bond is one of the most fundamental functional groups in chemistry and biology and plays a central role in numerous processes harnessed to streamline the synthesis of key pharmaceutical and industrial molecules. Although the synthesis of amides is one of the most frequently performed reactions by academic and industrial scientists, the direct transamidation of tertiary amides is challenging due to unfavorable kinetic and thermodynamic contributions of the process. Herein, we report the first general, mild, and highly chemoselective method for transamidation of unactivated tertiary amides by a direct acyl N-C bond cleavage with non-nucleophilic amines. This operationally simple method is performed in the absence of transition metals and operates under unusually mild reaction conditions. In this context, we further describe the direct amidation of abundant alkyl esters to afford amide bonds with exquisite selectivity by acyl C-O bond cleavage. The utility of this process is showcased by a broad scope of the method, including various sensitive functional groups, late-stage modification, and the synthesis of drug molecules (>80 examples). Remarkable selectivity toward different functional groups and within different amide and ester electrophiles that is not feasible using existing methods was observed. Extensive experimental and computational studies were conducted to provide insight into the mechanism and the origins of high selectivity. We further present a series of guidelines to predict the reactivity of amides and esters in the synthesis of valuable amide bonds by this user-friendly process. In light of the importance of the amide bond in organic synthesis and major practical advantages of this method, the study opens up new opportunities in the synthesis of pivotal amide bonds in a broad range of chemical contexts.

Clickable coupling of carboxylic acids and amines at room temperature mediated by SO2F2: A significant breakthrough for the construction of amides and peptide linkages

The construction of amide bonds and peptide linkages is one of the most fundamental transformations in all life processes and organic synthesis. The synthesis of structurally ubiquitous amide motifs is essential in the assembly of numerous important molecules such as peptides, proteins, alkaloids, pharmaceutical agents, polymers, ligands and agrochemicals. A method of SO2F2-mediated direct clickable coupling of carboxylic acids with amines was developed for the synthesis of a broad scope of amides in a simple, mild, highly efficient, robust and practical manner (>110 examples, >90% yields in most cases). The direct click reactions of acids and amines on a gram scale are also demonstrated using an extremely easy work-up and purification process of washing with 1 M aqueous HCl to provide the desired amides in greater than 99% purity and excellent yields.

Solvent- and transition metal-free amide synthesis from phenyl esters and aryl amines

A general, economical, and environmentally friendly method of amide synthesis from phenyl esters and aryl amines was developed. This new method has significant advantages compared to previously reported palladium-catalyzed approaches. The reaction is performed transition metal- and solvent-free, using a cheap and environmentally benign base, NaH. This approach enabled us to obtain target amides in high yields with high atom economy.

Coordination Chemistry of N-(2-Pyridylethyl)-Substituted Bulky Amidinates and Triazenides of Magnesium

The amidines Dipp-N=C(R)-NH(C2H4R′) [R = tBu, R′ = Ph (1a); R = Ph, R′ = Py (1b)] as well as 1-(2,4,6-triisopropylphenyl)-3-(2-pyridylethyl)triazene (1c) are magnesiated with commercially available dibutylmagnesium yielding the compl

N-Silylenamines as Reactive Intermediates: Hydroamination for the Modular Synthesis of Selectively Substituted Pyridines

A modular and selective synthesis of mono-, di-, tri-, tetra-, and pentasubstituted pyridines is reported. Hydroamination of alkynes with N-silylamine using a bis(amidate)bis(amido)titanium(IV) precatalyst furnishes the regioselective formation of N-silylenamines. Addition of α,β-unsaturated carbonyls to the crude mixtures followed by oxidation affords 47 examples of pyridines in yields of up to 96%. This synthetic route allows for the synthesis of diverse pyridines containing variable substitution patterns, including pharmaceutically relevant 2,4,5-trisubstituted pyridines, using this one-pot protocol.