Carbonyl umpolung as an organometallic reagent surrogate

XJ Dai, CC Li, CJ Li - Chemical Society Reviews, 2021 - pubs.rsc.org
Construction of new carbon–carbon bonds is the cornerstone of organic chemistry.
Organometallic reagents are amongst the most robust and versatile nucleophiles for this …

Deoxygenative functionalizations of aldehydes, ketones and carboxylic acids

J Li, CY Huang, CJ Li - Angewandte Chemie, 2022 - Wiley Online Library
The simple and efficient conversion of carbonyl compounds into functionalized alkanes via
deoxygenation is highly enabling in chemical synthesis. This Review covers the recent …

Umpolung difunctionalization of carbonyls via visible-light photoredox catalytic radical-carbanion relay

S Wang, BY Cheng, M Sršen… - Journal of the American …, 2020 - ACS Publications
The combination of photoredox catalysis with the Wolff–Kishner (WK) reaction allows the
difunctionalization of carbonyl groups by a radical-carbanion relay sequence (photo-Wolff …

Catalytic generation of carbanions through carbonyl umpolung

S Wang, B König - Angewandte Chemie International Edition, 2021 - Wiley Online Library
Carbonyl Umpolung is a powerful strategy in organic chemistry to construct complex
molecules. Over the last few years, versatile catalytic approaches for the generation of acyl …

Catalytic aldehyde and alcohol arylation reactions facilitated by a 1, 5-diaza-3, 7-diphosphacyclooctane ligand

ES Isbrandt, A Nasim, K Zhao… - Journal of the American …, 2021 - ACS Publications
We report a catalytic method to access secondary alcohols by the coupling of aryl iodides.
Either aldehydes or alcohols can be used as reaction partners, making the transformation …

Visible-light-induced cross-coupling of aryl iodides with hydrazones via an EDA-complex

P Pan, S Liu, Y Lan, H Zeng, CJ Li - Chemical Science, 2022 - pubs.rsc.org
A visible-light-induced, transition-metal and photosensitizer-free cross-coupling of aryl
iodides with hydrazones was developed. In this strategy, hydrazones were used as …

Stereoselective Reductive Coupling Reactions Utilizing [1, 2]-Phospha-Brook Rearrangement: A Powerful Umpolung Approach

R Kaur, RP Singh - The Journal of Organic Chemistry, 2023 - ACS Publications
[1, 2]-Phospha-Brook rearrangement entails the generation of α-oxygenated carbanions via
the umpolung process. Recently, these anionic species have been widely utilized for several …

Air‐Stable Fe3O4@SiO2‐EDTA‐Ni(0) as an Efficient Recyclable Magnetic Nanocatalyst for Effective Suzuki‐Miyaura and Heck Cross‐Coupling via Aryl Sulfamates …

I Dindarloo Inaloo, S Majnooni, H Eslahi… - Applied …, 2020 - Wiley Online Library
The synthesis of inexpensive and novel air‐stable Ni (0) nanoparticles immobilized on the
EDTA‐modified Fe3O4@ SiO2 nanocatalyst was investigated in Suzuki‐Miyaura and Heck …

Investigating the underappreciated hydrolytic instability of 1, 8-diazabicyclo [5.4. 0] undec-7-ene and related unsaturated nitrogenous bases

AM Hyde, R Calabria, R Arvary, X Wang… - … Process Research & …, 2019 - ACS Publications
The widespread use of amidine and guanidine bases in synthetic chemistry merits a
thorough understanding of their chemical properties. The propensity of these reagents to …

Small Phosphine Ligands Enable Selective Oxidative Addition of Ar–O over Ar–Cl Bonds at Nickel (0)

ED Entz, JEA Russell, LV Hooker… - Journal of the American …, 2020 - ACS Publications
Current methods for Suzuki-Miyaura couplings of nontriflate phenol derivatives are limited
by their intolerance of halides including aryl chlorides. This is because Ni (0) and Pd (0) …