Electrochemically Driven Deoxygenative Borylation of Alcohols and Carbonyl Compounds

W Guan, Y Chang, S Lin - Journal of the American Chemical …, 2023 - ACS Publications
We present a new, unified approach for the transformation of benzylic and allylic alcohols,
aldehydes, and ketones into boronic esters under electroreductive conditions. Key to our …

Metal-free direct deoxygenative borylation of aldehydes and ketones

J Li, H Wang, Z Qiu, CY Huang… - Journal of the American …, 2020 - ACS Publications
Direct conversion of aldehydes and ketones into alkylboronic esters via deoxygenative
borylation represents an unknown yet highly desirable transformation. Herein, we present a …

Electrochemical borylation of alkyl halides: fast, scalable access to alkyl boronic esters

B Wang, P Peng, W Ma, Z Liu, C Huang… - Journal of the …, 2021 - ACS Publications
Herein, a fast, scalable, and transition-metal-free borylation of alkyl halides (X= I, Br, Cl)
enabled by electroreduction is reported. This process provides an efficient and practical …

Selective C− N borylation of alkyl amines promoted by Lewis base

J Hu, G Wang, S Li, Z Shi - Angewandte Chemie International …, 2018 - Wiley Online Library
An efficient method for the metal‐free deaminative borylation of alkylamines, using bis
(catecholato) diboron as the boron source, to directly synthesize various alkyl potassium …

Transient Imine as a Directing Group for the Metal-Free o-C–H Borylation of Benzaldehydes

S Rej, N Chatani - Journal of the American Chemical Society, 2021 - ACS Publications
Organoboron reagents are important synthetic intermediates and have wide applications in
synthetic organic chemistry. The selective borylation strategies that are currently in use …

C–O Functionalization of α-Oxyboronates: A Deoxygenative gem-Diborylation and gem-Silylborylation of Aldehydes and Ketones

L Wang, T Zhang, W Sun, Z He, C Xia… - Journal of the …, 2017 - ACS Publications
A deoxygenative gem-diborylation and gem-silylborylation of aldehydes and ketones is
described. The key for the success of this transformation is the base-promoted C–O bond …

Direct deoxygenative borylation of carboxylic acids

J Li, CY Huang, M Ataya, RZ Khaliullin, CJ Li - Nature Communications, 2021 - nature.com
Carboxylic acids are readily available, structurally diverse and shelf-stable; therefore,
converting them to the isoelectronic boronic acids, which play pivotal roles in different …

Cobalt-catalyzed deoxygenative triborylation of allylic ethers to access 1, 1, 3-triborylalkanes

WJ Teo, X Yang, YY Poon, S Ge - Nature Communications, 2020 - nature.com
Polyborylated organic compounds have been emerging as versatile building blocks in
chemical synthesis. Here we report a selective cobalt-catalyzed deoxygenative 1, 1, 3 …

Catalyst-free synthesis of borylated lactones from esters via electrophilic oxyboration

DJ Faizi, A Issaian, AJ Davis… - Journal of the American …, 2016 - ACS Publications
A catalyst-free oxyboration reaction of alkynes is developed. The resulting borylated
isocoumarins and 2-pyrones are isolated as boronic acids, pinacolboronate esters, or …

Regiospecific functionalization of methyl C− H bonds of alkyl groups in reagents with heteroatom functionality

JD Lawrence, M Takahashi, C Bae… - Journal of the American …, 2004 - ACS Publications
We report the regiospecific, rhodium-catalyzed borylation of saturated terminal C− H bonds
in molecules with existing functionality. Moderate to good yields were obtained with the …