376584-76-8

Basic information

• Product Name: 2-BENZO[B]THIOPHENE-2-BORONIC ACID PINACOL ESTER
• Synonyms: 2-BENZO[B]THIOPHENE-2-BORONIC ACID PINACOL ESTER;BENZO[B]THIOPHENE-2-BORONIC ACID PINACOL ESTER;Benzo[b]thiophene-3-boronic acid pinacol ester, 95%;2-(benzo[b]thiophen-2-yl)-4,4,5,5-tetraMethyl-1,3,2-dioxaborolane;Benzo[b]thiophene, 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-y
• CAS NO: 376584-76-8
• Molecular Formula: C₁₄H₁₇BO₂S
• Molecular Weight: 260.16
• Mol File: 376584-76-8.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• CAS DataBase Reference: 2-BENZO[B]THIOPHENE-2-BORONIC ACID PINACOL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BENZO[B]THIOPHENE-2-BORONIC ACID PINACOL ESTER(376584-76-8)
• EPA Substance Registry System: 2-BENZO[B]THIOPHENE-2-BORONIC ACID PINACOL ESTER(376584-76-8)

Safety Data

• Hazardous Substances Data: 376584-76-8(Hazardous Substances Data)

Usage

General Description

2-Benzo[b]thiophene-2-boronic acid pinacol ester is an organic compound that belongs to the class of boronic acid esters. It is commonly used as a building block in organic synthesis, particularly in the field of pharmaceuticals. 2-BENZO[B]THIOPHENE-2-BORONIC ACID PINACOL ESTER has a boronic acid group and a pinacol ester group, which makes it a versatile reagent for Suzuki-Miyaura cross-coupling reactions. These reactions are commonly used in the synthesis of biaryl compounds, which are important structural motifs in many natural products and pharmaceuticals. 2-Benzo[b]thiophene-2-boronic acid pinacol ester has been utilized in the preparation of various heteroaromatic compounds, and its unique structure and reactivity make it a valuable tool in organic chemistry research.

Upstream product

• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 95-15-8 Benzo[b]thiophene 
• 73183-34-3 bis(pinacol)diborane 

Downstream Products

• 1224867-28-0 C₂₃H₁₈F₃NS₂Si 
• 3407-16-7 2-(4-methyl-benzyl)-benzo[b]thiophene 
• 132932-60-6 2-(p-formylphenyl)benzothiophene 
• 6454-02-0 2-benzoylbenzo[b]thiophene 
• 1207-95-0 2-phenylbenzo[b]thiophene 
• 65689-53-4 2,2'-bibenzo[b]thiophene 
• 1231219-34-3 2-(benzo[b]thiophen-2-yl)benzofuran 
• 1195-14-8 2-Methylbenzothiophene 
• 65540-08-1 2-(4-hydroxyphenyl)benzo[b]thiophene 

Relevant articles and documents

Benzoic Acid-Promoted C2-H Borylation of Indoles with Pinacolborane

A benzoic acid-promoted C2-H borylation of indoles with pinacolborane to afford C2-borylated indoles is developed. Preliminary mechanistic studies indicate BH3-related borane species formed via the decomposition of pinacolborane to be the probable catalyst. This transformation provides a prompt route toward the synthesis of diverse C2-functionalized indoles.

C-H Functionalization at Sterically Congested Positions by the Platinum-Catalyzed Borylation of Arenes

Despite significant progress in the area of C-H bond functionalization of arenes, no general method has been reported for the functionalization of C-H bonds at the sterically encumbered positions of simple arenes, such as mesitylene. Herein, we report the development of the first platinum-based catalyst for C-H borylation of arenes and heteroarenes. Notably, this method exhibited high tolerance toward steric hindrance and provided rapid access to a series of 2,6-disubstituted phenylboronic esters, valuable building blocks for further elaborations.