1246633-36-2

Basic information

• Product Name: 5-Chloro-2-formylphenylboronic acid,pinacol ester
• Synonyms: 5-Chloro-2-formylphenylboronic acid,pinacol ester
• CAS NO: 1246633-36-2
• Molecular Formula: C13H16BClO3
• Molecular Weight: 266.53
• Mol File: 1246633-36-2.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-Chloro-2-formylphenylboronic acid,pinacol ester(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Chloro-2-formylphenylboronic acid,pinacol ester(1246633-36-2)
• EPA Substance Registry System: 5-Chloro-2-formylphenylboronic acid,pinacol ester(1246633-36-2)

Safety Data

• Hazardous Substances Data: 1246633-36-2(Hazardous Substances Data)

Upstream product

• 84459-33-6 2-bromo-4-chlorobenzaldehyde 
• 73183-34-3 bis(pinacol)diborane 
• 943-72-6 (p-chlorobenzylidene)(tert-butyl)amine 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 104-88-1 4-chlorobenzaldehyde 

Downstream Products

• 870238-36-1 (2-formyl-5-chlorophenyl)boronic acid 

Relevant articles and documents

Polysulfide Anions as Visible Light Photoredox Catalysts for Aryl Cross-Couplings

Polysulfide anions are endowed with unique redox properties, attracting considerable attentions for their applications in alkali metals-sulfur batteries. However, the employment of these anionic species in redox catalysis for small molecule synthesis remains underdeveloped due to their moderate-poor electrochemical potential in the ground state, whereas some of them are characterized by photoabsorptions in visible spectral regions. Herein, we disclose the use of polysulfide anions as visible light photoredox catalysts for aryl cross-coupling reactions. The reaction design enables single-electron reduction of aryl halides upon the photoexcitation of tetrasulfide dianions (S42-). The resulting aryl radicals are engaged in (hetero)biaryl cross-coupling, borylation, and hydrogenation in a redox catalytic regime involving S4?-/S42- and S3?-/S32- redox couples.

Design and enantioselective synthesis of 3-(α-acrylic acid) benzoxaboroles to combat carbapenemase resistance

Chiral 3-substituted benzoxaboroles were designed as carbapenemase inhibitors and efficiently synthesisedviaasymmetric Morita-Baylis-Hillman reaction. Some of the benzoxaboroles were potent inhibitors of clinically relevant carbapenemases and restored the activity of meropenem in bacteria harbouring these enzymes. Crystallographic analyses validate the proposed mechanism of binding to carbapenemases,i.e.in a manner relating to their antibiotic substrates. The results illustrate how combining a structure-based design approach with asymmetric catalysis can efficiently lead to potent β-lactamase inhibitors and provide a starting point to develop drugs combatting carbapenemases.

Formal Ir-Catalyzed Ligand-Enabled Ortho and Meta Borylation of Aromatic Aldehydes via in Situ-Generated Imines

The ligand-enabled development of ortho and meta C-H borylation of aromatic aldehydes is reported. It was envisaged that while ortho borylation could be achieved using tert-butylamine as the traceless protecting/directing group, meta borylation proceeds via an electrostatic interaction and a secondary interaction between the ligand of the catalyst and the substrate. These ligand-substrate electrostatic interactions and secondary B-N interactions provide an unprecedented controlling factor for meta-selective C-H activation/borylation.