Visible-Light Photoredox Borylation of Aryl Halides and Subsequent Aerobic Oxidative Hydroxylation

Efficient and practical visible-light photoredox borylation of aryl halides and subsequent aerobic oxidative hydroxylation were developed. The protocols use readily available aryl halides and bis­(pinacolato)­diboron as the starting materials, fac-Ir­(ppy)3 as the photocatalyst, and corresponding ar...

Full description

Saved in:
Bibliographic Details
Published inOrganic letters Vol. 18; no. 20; pp. 5248 - 5251
Main Authors Jiang, Min, Yang, Haijun, Fu, Hua
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 21.10.2016
Amer Chemical Soc
Subjects
chemical structure
Chemistry
Chemistry, Organic
esters
hydroxylation
organic halogen compounds
phenols
photocatalysts
Physical Sciences
redox reactions
Science & Technology
METAL-FREE BORYLATION
PALLADIUM-CATALYZED BORYLATION
ROOM-TEMPERATURE
CROSS-COUPLING REACTIONS
BOND FUNCTIONALIZATION
SYNTHETIC APPLICATIONS
C-H BORYLATION
ALKOXY DIBORON REAGENTS
AROMATIC-SUBSTITUTION
ARYLBORONIC ACIDS
Online AccessGet full text

Cover

More Information
Summary:Efficient and practical visible-light photoredox borylation of aryl halides and subsequent aerobic oxidative hydroxylation were developed. The protocols use readily available aryl halides and bis­(pinacolato)­diboron as the starting materials, fac-Ir­(ppy)3 as the photocatalyst, and corresponding arylboronic esters and phenols were obtained in good yields. The methods show some advantages including simple equipment, mild conditions, easy operation, and wide substrate scope. Therefore, they should provide a valuable strategy for chemical transformations.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1523-7060
1523-7052
1523-7052
DOI:10.1021/acs.orglett.6b02553