Difluorocarbene as a building block for consecutive bond-forming reactions

AD Dilman, VV Levin - Accounts of chemical research, 2018 - ACS Publications
Conspectus Compounds containing a difluoromethylene unit have gained increasing
attention due to their utility in drug design. Classic methods for the synthesis of these …

Advances in transition-metal-mediated di-and monofluoroalkylations

C Ni, L Zhu, J Hu - Acta Chimica Sinica, 2015 - sioc-journal.cn
Transition-metal-mediated fluoroalkylation is a hot research topic in current organofluorine
chemistry. In the past five years, due to the development of new perfluoroalkylation reagents …

gem-Difluoroolefination of Diazo Compounds with TMSCF3 or TMSCF2Br: Transition-Metal-Free Cross-Coupling of Two Carbene Precursors

M Hu, C Ni, L Li, Y Han, J Hu - Journal of the American Chemical …, 2015 - ACS Publications
A new olefination protocol for transition-metal-free cross-coupling of two carbene fragments
arising from two different sources, namely, a nonfluorinated carbene fragment resulting from …

Organic and hybrid systems: from science to practice

VP Ananikov, DB Eremin, SA Yakukhnov… - Mendeleev …, 2017 - Elsevier
Organic systems still dominate several traditional areas of chemical science and well-known
applications, such as the synthesis of pharmaceutical compounds and drugs. However, a …

Difluorocarbene Generation from TMSCF3: Kinetics and Mechanism of NaI-Mediated and Si-Induced Anionic Chain Reactions

A García-Domínguez, TH West… - Journal of the …, 2020 - ACS Publications
The mechanism of CF2 transfer from TMSCF3 (1), mediated by TBAT (2–12 mol%) or by NaI
(5–20 mol%), has been investigated by in situ/stopped-flow 19F NMR spectroscopic …

Azidodifluoromethanide (N3CF2): In Situ Generation and Nucleophilic Addition to Aldehydes

C Barrett, A Alagaratnam, A Knieb, CJ Koch… - Organic …, 2024 - ACS Publications
A facile one-pot approach for the azidodifluoromethylation of aldehydes via in situ-
generated azidodifluoromethenide (N3CF2–) utilizing commercially available TMSCF2Br …

Ni-catalyzed carbon–carbon bond-forming reductive amination

C Heinz, JP Lutz, EM Simmons, MM Miller… - Journal of the …, 2018 - ACS Publications
This report describes a three-component, Ni-catalyzed reductive coupling that enables the
convergent synthesis of tertiary benzhydryl amines, which are challenging to access by …

A General Protocol for C−H Difluoromethylation of Carbon Acids with TMSCF2Br

Q Xie, Z Zhu, L Li, C Ni, J Hu - Angewandte Chemie, 2019 - Wiley Online Library
An efficient method for the selective C‐difluoromethylation of carbon acids with the reagent
TMSCF2Br has been developed. A variety of structurally diverse sp3‐and sp‐hybridized …

Reactions of gem-Difluorinated Phosphonium Salts Induced by Light

LI Panferova, AV Tsymbal, VV Levin… - Organic …, 2016 - ACS Publications
gem-Difluorinated phosphonium salts, which are readily obtained from aldehydes and
difluoromethylene phosphobetaine, can serve as a source of radicals under reductive …

Difluoromethylene phosphabetaine as an equivalent of difluoromethyl carbanion

VV Levin, AL Trifonov, AA Zemtsov, MI Struchkova… - Organic …, 2014 - ACS Publications
A method for nucleophilic difluoromethylation of reactive Michael acceptors, aldehydes, and
azomethines is described. The reaction is performed using the readily available and air …