22043-75-0

Upstream product

• 22043-65-8 3-amino-1,2-dicarbaborane 
• 98-88-4 benzoyl chloride 
• 137495-63-7 3-iodo-1,2-dicarba-closo-dodecaborane 
• 55-21-0 benzamide 
• 7732-18-5 water 
• 100-47-0 benzonitrile 
• 18178-04-6 1,2-dicarba-closo-dodecaborane-1-carboxylic acid 
• 19226-36-9 3-phenyl-5H-1,4,2-dioxazol-5-one 

Downstream Products

• 858859-41-3 (3-benzamido-1,2-dicarba-closo-dodecaboran-1-yl)acetic acid 
• 27495-59-6 3-NHCH₂C₆H₅-1.2-C₂B₁₀H₁₁ 

Relevant academic research and scientific papers

Mechanochemical Iridium(III)-Catalyzed B-Amidation of o-Carboranes with Dioxazolones

Mechanochemistry was successfully applied to the functionalization of carboranes. The mechanochemical iridium(III)-catalyzed regioselective B(3)- and B(4)-amidation of unsubstituted o-carboranes with dioxazolones was developed. In addition, the mechanochemical iridium(III)-catalyzed regioselective B(4)-amidation of substituted o-carboranes was demonstrated. Because mechanochemical B-amidation proceeds smoothly without organic solvents or external heating, the present method is regarded as a sustainable and environmentally friendly surrogate for typical solvent-based reactions.

[BF4]: A useful synthon for multiple cage boron functionalizations of o -carborane

A simple and efficient method for selective cage B(3) multiple functionalization of o-carborane is described. Reaction of [3-N2-o-C2B10H11][BF4] with various kinds of nucleophiles gave a very broad spectrum of cage B(3)-substituted o-carborane derivatives, 3-X-o-C2B10H11 (X = OH, SCN, NH2, NO2, N3, CF3, PO(C6H5)2, etc). This reaction may serve as another efficient [18F]-radiolabeling method of carborane clusters for positron emission tomography applications.

Novel approach to aminocarboranes by mild amidation of selected iodo-carboranes

A mild protocol for the palladium-catalyzed Buchwald-Hartwig amidation of icosahedral carboranes is described. Employing 2-dicyclohexylphosphino-2′- (N,N-dimethylamino)biphenyl (1) as a ligand and K3PO4as a base, benzamide, trifluoro

Synthesis of 3-Amino-1-carboxy-o-carborane and an Improved, General Method for the Synthesis of All Three C-Amino-C-carboxycarboranes

Amino acids of the polyhedral carboranes have potential applications in boron neutron capture therapy and in other areas of bioorganic chemistry, but simple, general methods for their synthesis are nonexistent. A general method for synthesis of C-amino-C-carboxy derivatives of o-, m-, and p-carborane is reported, starting from their respective monoacids and proceeding through nucleophilic attack by an alcohol on the intermediateC-isocyanates. Deprotection of the resulting carbamates provides a simp le method for access to the C-amines. Alternatively, the C-isocyanates can be isolated for further reactions. Carbonylation of the carbamates atthe remaining carboranyl CH results in high-yield production of the car bamate-protected amino acid. Another related method for the high-yield preparation of the isomeric 3-amino-1-carboxy-o-carborane is also described which makes available for the first time all four reasonably accessible members of the series.