12082-52-9

Upstream product

• 41655-52-1 Li-1,2-CB₁₀H₁₀CC₆H₅ 
• 922-68-9 Methyl glyoxylate 
• 18972-17-3 1-(MgBr)-2-(C₆H₅)-1.2-C₂B₁₀H₁₀ 
• 109-94-4 formic acid ethyl ester 
• 12082-44-9 1,2-C₂B₁₀H₁₀-1-CN-2-C₆H₅ 
• 16390-61-7 1-phenyl-1,2-closo-C₂B₁₀H₁₁ 
• 107-31-3 Methyl formate 

Downstream Products

• 12082-64-3 1-(CH₂OH)-2-(C₆H₅)-1.2-C₂B₁₀H₁₀ 

Relevant academic research and scientific papers

Iron(III)-catalyzed aerobic oxidation for the synthesis of 1-benzoxazolyl-o-carboranes

A FeCl3 catalyzed tandem condensation/cyclization/aerobic oxidation process for synthesis of 1-benzoxazolyl-o-carboranes has been developed. The degradation of o-carborane in the presence of aza-/oxa-nucleophiles was completely suppressed, and a series of 1-benzoxazolyl-o-carboranes, 1-benzothiazolyl-o-carborane and 1-benzimidazolyl-o-carborane have been synthesized with good to excellent yields. This work offers a general protocol for synthesis of 1-benzoxazolyl-o-carboranes, which has important reference for synthesis of aromatic heterocycle-carborane derivatives and promote its applications in miscellaneous areas.

Selective Catalytic B-H Arylation of o-Carboranyl Aldehydes by a Transient Directing Strategy

Carboranyl aldehydes are among the most useful synthons in derivatization of carboranes. However, compared to the utilization of carboranyl carboxylic acids in selective B-H bond functionalizations, the synthetic application of carboranyl aldehydes is limited due to the weakly coordinating nature of the aldehyde group. Herein, the direct arylation of o-carboranyl aldehydes has been developed via Pd-catalyzed cage B-H bond functionalization. With the help of glycine to generate a directing group (DG) in situ, a series of cage B(4,5)-diarylated- and B(4)-monoarylated-o-carboranyl aldehydes were obtained in good to excellent yields with high selectivity. A wide range of functional groups are tolerated. The aldehyde group in the B-H arylated products could be readily removed or transformed into o-carboranyl methanol. A plausible catalytic cycle for B-H arylation was proposed based on control experiments and stoichiometric reactions, including the isolation of a key bicyclic palladium complex.

Reactions of Lithium and Magnesium Derivatives of o-Carboranes with Carbonyl Compounds

Reactions of lithium and magnesium derivatives of o-carboranes with methyl formate, ethyl formate, dimethylformamide, and some other compounds containing a formyl group were studied. Some regular trends and specific features of these reactions were revealed.