2219-34-3

Upstream product

• 54930-99-3 1,1-dimethyl-4-tert-butyl-3,5-dioxo-1,2,4-triazolidinium hydroxide inner salt 
• 2325-27-1 N-phenyltriphenyliminophosphorane 
• 5577-67-3 trimethyl(tert-butylamino)silane 
• 103-71-9 phenyl isocyanate 
• 5378-52-9 phenyl-1H-tetrazole 
• 75-65-0 tert-butyl alcohol 
• 103-72-0 phenyl isothiocyanate 
• 62-53-3 aniline 
• 119072-55-8 tert-butylisonitrile 
• 622-37-7 Phenyl azide 
• 917-95-3 t-butylnitrite 
• 71260-84-9 (3,3-Dimethyl-but-1-enylidene)-phenyl-amine 
• 1227476-15-4 Azobenzene 
• 1609-86-5 Tert-butyl isocyanate 

Downstream Products

• 15054-54-3 1-tert-butyl-3-phenylurea 
• 73027-64-2 N-tert-butyl-1-phenyl-1H-tetrazol-5-amine 
• 1206460-63-0 C₁₉H₂₀N₂O₂ 
• 1206460-69-6 C₁₉H₂₁BrN₂O₂ 
• 1206460-54-9 ethyl 2-(1-tert-butyl-2,5-dioxo-3-phenylimidazolidin-4-yl)acetate 
• 1206460-67-4 (E)-ethyl 4-(1-tert-butyl-3-phenylureido)-4-oxobut-2-enoate 
• 1206460-59-4 3-tert-butyl-5-(1,1,1,3,3,3-hexafluoropropan-2-yl)-1-phenylimidazolidine-2,4-dione 
• 1206460-50-5 diethyl 2-(1-tert-butyl-2,5-dioxo-3-phenylimidazolidin-4-yl)malonate 
• 109519-48-4 methyl 1-phenyl-5-(phenylamino)-1H-1,2,4-triazole-3-carboxylate 
• 73027-67-5 1-(tert-butyl)-N-phenyl-1H-tetrazol-5-amine 
• 55305-63-0 N-(tert-butylcarbamoyl)-N-phenylbenzamide 
• 93-98-1 N-phenyl benzoyl amide 
• 1189055-52-4 N,N'-di(tert-butyl)-N-N-hydroxyguanidine O-sulfonic acid 
• 102914-20-5 [(OC)4Re(CNC₆H₅N(C(CH₃)3)CO)]^(1-) 

Relevant academic research and scientific papers

Selenium-assisted one-pot synthesis of carbodiimides from isocyanides and primary amines

Reaction of isocyanides with primary amines in the presence of selenium and DBU, followed by introduction of molecular oxygen in refluxing THF affords carbodiimides in high yields.

Carbodiimide Synthesis via Ti-Catalyzed Nitrene Transfer from Diazenes to Isocyanides

Simple Ti imido halide complexes such as [Br2Ti(NtBu)py2]2 are competent catalysts for the synthesis of unsymmetrical carbodiimides via Ti-catalyzed nitrene transfer from diazenes or azides to isocyanides. Both alkyl and aryl isocyanides are compatible with the reaction conditions, although product inhibition with sterically unencumbered substrates sometimes limits the yield when diazenes are employed as the oxidant. The reaction mechanism has been investigated both experimentally and computationally, wherein a key feature is that the product release is triggered by electron transfer from an η2-carbodiimide to a Ti-bound azobenzene. This ligand-to-ligand redox buffering obviates the need for high-energy formally TiII intermediates and provides further evidence that substrate and product "redox noninnocence" can promote unusual Ti redox catalytic transformations.

Electrochemical Synthesis of Carbodiimides via Metal/Oxidant-Free Oxidative Cross-Coupling of Amines and Isocyanides

This work discloses an electrochemical oxidative cross-coupling of amines with aryl and aliphatic isocyanides. In an undivided cell, the reaction proceeds without involving any transition-metal catalyst, oxidant, or toxic reagents providing carbodiimides in good yields, thereby circumventing stoichiometric chemical oxidants, with H2 as the only byproduct. Moreover, carbodiimides were in situ converted into unsymmetrical ureas in moderate to good yields using an electricity ON-OFF strategy.

Direct Assembly of Polysubstituted Propiolamidinates via Palladium-Catalyzed Multicomponent Reaction of Isocyanides

A straightforward approach for the assembly of different polysubstituted propiolamidnates via palladium-catalyzed multicomponent reaction of isocyanides, haloalkynes, and amines has been reported in which the C(sp)-C(sp2) and C(sp2)a

Sequential Pd(0)/Fe(III) Catalyzed Azide-Isocyanide Coupling/Cyclization Reaction: One-Pot Synthesis of Aminotetrazoles

A rapid and efficient synthesis of aminotetrazole from aryl azides, isocyanides, and TMSN3 is developed. The reaction is promoted by sequential Pd(0)/Fe(III) catalysis. The reaction sequence utilizes the Pd-catalyzed azide-isocyanide denitrogenative coupling reaction to generate unsymmetric carbodiimide in situ, which reacts with TMSN3 in the presence of FeCl3 in a single pot. The methodology has distinct advantages over traditional synthetic approaches where toxic Hg and Pb salts are employed at stoichiometric scale.

Synthesis of Diverse Nitrogen Heterocycles via Palladium-Catalyzed Tandem Azide–Isocyanide Cross-Coupling/Cyclization: Mechanistic Insight using Experimental and Theoretical Studies

A rapid and elegant tandem azide–isocyanide cross-coupling/cyclization protocol has been developed based on a nitrene transfer reaction. The palladium-catalyzed ligand-free methodology led to the synthesis of three different heterocyclic scaffolds with excellent atom/step/redox economy. Studies based on first-principles-based quantum calculations and control experiments unraveled a concerted process of nitrene transfer reaction on isocyanides, ruling out the metallaaziridine intermediate reported earlier. This finding could pave the way for novel applications of nitrene transfer reactions to generate bioactive heterocycles. (Figure presented.).

Cyclization of Alkyne-Azide with Isonitrile/CO via Self-Relay Rhodium Catalysis

A self-relay rhodium(I)-catalyzed cyclization of alkyne-azides with two σ-donor/π-acceptor ligands (isonitriles and CO) to form sequentially multiple-fused heterocycle systems via tandem nitrene transformation and aza-Pauson-Khand cyclization has been dev

Ultrasonic-assisted synthesis of carbodiimides from N,N′-disubstituted thioureas and ureas

A facile and efficient sonochemical method for the preparation of carbodiimides from their corresponding thioureas or ureas was described. Using Ph3P–I2 combination in the presence of triethylamine, various diaryl, aryl–alkyl, as well as dialkyl substituted substrates could be converted into carbodiimides in good-to-excellent yields within short reaction times under mild conditions with simple experimental setup. Graphical abstract: [Figure not available: see fulltext.]

Synthesis of carbodiimides by I2/CHP-mediated cross-coupling reaction of isocyanides with amines under metal-free conditions

An I2/CHP-mediated cross-coupling reaction of isocyanides with readily accessible amines via C-N formation is described for carbodiimide synthesis in moderate to excellent yields. This represents a metal-free strategy for a coupling reaction of isocyanides with amines, and it provides an efficient approach for symmetric and unsymmetric functionalized carbodiimide derivative synthesis under mild conditions.

Palladium-catalyzed cross-coupling reaction of azides with isocyanides

An efficient palladium-catalyzed cross-coupling reaction of azides with isocyanides is developed, providing a general synthetic route to unsymmetric carbodiimides with excellent yields. This method shows a broad substrate scope, including not only aryl azides, but also unactivated benzyl and alkyl azides. Furthermore, from readily available substrates, Pd-catalyzed coupling with a tandem amine insertion cascade to obtain unsymmetric trisubstituted guanidines has been achieved in a one-pot fashion.