1408231-59-3

Basic information

• Product Name: C₁₂H₁₄BrNO₄
• Synonyms: C₁₂H₁₄BrNO₄
• CAS NO: 1408231-59-3
• Molecular Weight: 316.151
• Mol File: 1408231-59-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: C₁₂H₁₄BrNO₄(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₂H₁₄BrNO₄(1408231-59-3)
• EPA Substance Registry System: C₁₂H₁₄BrNO₄(1408231-59-3)

Safety Data

• Hazardous Substances Data: 1408231-59-3(Hazardous Substances Data)

Upstream product

• 586-75-4 4-chlorobenzoyl chloride 
• 586-76-5 4-Bromobenzoic acid 
• 24424-99-5 di-tert-butyl dicarbonate 
• 1836-27-7 4-bromo-N-hydroxybenzamide 

Relevant articles and documents

A Planar-Chiral Rhodium(III) Catalyst with a Sterically Demanding Cyclopentadienyl Ligand and Its Application in the Enantioselective Synthesis of Dihydroisoquinolones

The rapid development of enantioselective C?H activation reactions has created a demand for new types of catalysts. Herein, we report the synthesis of a novel planar-chiral rhodium catalyst [(C5H2tBu2CH2tBu)RhI2]2 in two steps from commercially available [(cod)RhCl]2 and tert-butylacetylene. Pure enantiomers of the catalyst were obtained through separation of its diastereomeric adducts with natural (S)-proline. The catalyst promoted enantioselective reactions of aryl hydroxamic acids with strained alkenes to give dihydroisoquinolones in high yields (up to 97 %) and with good stereoselectivity (up to 95 % ee).

RhIII-Catalyzed C?H Activation of Aryl Hydroxamates for the Synthesis of Isoindolinones

RhIII-catalyzed C?H functionalization reaction yielding isoindolinones from aryl hydroxamates and ortho-substituted styrenes is reported. The reaction proceeds smoothly under mild conditions at room temperature, and tolerates a range of functional groups. Experimental and computational investigations support that the high regioselectivity observed for these substrates results from the presence of an ortho-substituent embedded in the styrene. The resulting isoindolinones are valuable building blocks for the synthesis of bioactive compounds. They provide easy access to the natural-product-like compounds, isoindolobenzazepines, in a one-pot two-step reaction. Selected isoindolinones inhibited Hedgehog (Hh)-dependent differentiation of multipotent murine mesenchymal progenitor stem cells into osteoblasts.