1260068-92-5

Upstream product

• 580-13-2 2-bromonaphthalene 
• 10199-14-1 4,4,6-trimethyl-1,3,2-dioxaborinane 
• 107-41-5 2-methyl-2,4-pentanediol 
• 32316-92-0 naphthalene-2-boronic acid 

Downstream Products

• 613-59-2 2-benzylnaphthalene 

Relevant academic research and scientific papers

Feedstocks to Pharmacophores: Cu-Catalyzed Oxidative Arylation of Inexpensive Alkylarenes Enabling Direct Access to Diarylalkanes

A Cu-catalyzed method has been identified for selective oxidative arylation of benzylic C-H bonds with arylboronic esters. The resulting 1,1-diarylalkanes are accessed directly from inexpensive alkylarenes containing primary and secondary benzylic C-H bonds, such as toluene or ethylbenzene. All catalyst components are commercially available at low cost, and the arylboronic esters are either commercially available or easily accessible from the commercially available boronic acids. The potential utility of these methods in medicinal chemistry applications is highlighted.

Nickel-catalyzed bolylation of aryl halides with 4,4,6-trimethyl-1,3,2- dioxaborinane

The nickel-catalyzed borylation of aryl iodides and bromides with 4,4,6-trimethyl-1,3,2-dioxaborinane was achieved. The mild reaction conditions employed allowed for the inclusion of common functional groups in aryl halides to be tolerated. A DFT study on the catalytic cycle shows that C-B bond formation occurs through s-bond metathesis between dialkoxyborane and arylnickel(II) halide intermediates.

Efficient borylation of reactive aryl halides with MPBH (4,4,6-trimethyl-1,3,2-dioxaborinane)

The combination of 4,4,6-trimethyl-1,3,2-dioxaborinane, a particularly stable and inexpensive borylation reagent, and Buchwalds palladium catalyst provides a simple, fast, cost-effective borylation of electron-rich, reactive iodides, bromides, and triflates to produce stable, easily purified boronic esters. Georg Thieme Verlag Stuttgart New York.