Results 11 to 20 of about 836 (184)

Enantioselective nucleophilic difluoromethylation of aromatic aldehydes with Me3SiCF2SO2Ph and PhSO2CF2H reagents catalyzed by chiral quaternary ammonium salts

Beilstein Journal of Organic Chemistry, 2008
BackgroundAlthough the nucleophilic difluoromethylation of aldehydes, ketones, and imines has been realized with PhSO2CF2H and related reagents, there are still no reports on the enantioselective nucleophilic reactions.ResultsWith a chiral quaternary ...
Chuanfa Ni, Fang Wang, Jinbo Hu
doaj   +2 more sources

Highly Enantioselective Decarboxylative Difluoromethylation. [PDF]

J Am Chem Soc
Organofluorine molecules that contain difluoromethyl groups (CF2H) at stereogenic centers have gained importance in pharmaceuticals due to the unique ability of CF2H groups to act as lipophilic hydrogen bond donors. Despite their potential, the enantioselective installation of CF2H groups into readily available starting materials remains a challenging ...
Zhao X, Wang C, Yin L, Liu W.
europepmc   +3 more sources

Difluoromethylation of (hetero)aryl chlorides with chlorodifluoromethane catalyzed by nickel

Nature Communications, 2018
Transformations with ClCF2H are very limited and normally involve a difluorocarbene intermediate. Here, the authors report a nickel-catalyzed difluoromethylation of aryl chlorides with chlorodifluoromethane via a difluoromethyl radical intermediate and ...
Chang Xu, Wen-Hao Guo, Xu He, Yin-Long Guo, Xue-Ying Zhang, Xingang Zhang   +5 more
doaj   +2 more sources

Tetrafluoroisopropylation of alkenes and alkynes enabled by photocatalytic consecutive difluoromethylation with CF2HSO2Na [PDF]

Nature Communications
Direct assembly of complex fluorinated motifs from simple fluorine sources is an attractive frontier of synthetic chemistry. Reported herein is an unconventional protocol for achieving tetrafluoroisopropylation by using commercially available CF2HSO2Na ...
Yuwei Hong, Jiayan Qiu, Zhenzhen Wu, Sangxuan Xu, Hanliang Zheng, Gangguo Zhu   +5 more
doaj   +2 more sources

Ball-Milling Assisted Iron-Catalyzed Difluoromethylation Toward the Synthesis of Valuable Oxindoles. [PDF]

ChemSusChem
An iron‐catalyzed difluoroalkylation of acrylamides under ball‐milling conditions affords oxindoles in up to 85% yield. Analytical studies reveal that the apparent piezoelectric activity originates from iron leaching caused by milling assembly abrasion during the reaction process. The iron‐catalyzed process proves to be efficient with a broad substrate
Solomin V, Delcroix N, Caldiero M, Jubault P, Castanheiro T.   +4 more
europepmc   +2 more sources

Unified Synthesis of Unconventional α-Polyhalogenated Amines Through Hydroaminoalkylation. [PDF]

Angew Chem Int Ed Engl
A unified, redox‐neutral method that transforms alkenes and alkynes into α‐polyhalomethyl amines using stable hemiaminal reagents is reported. This approach enables access to CF3, CF2H, CF2Cl, and CFClH motifs, expanding halogenated amine space with broad substrate scope, functional group tolerance, and applicability to late‐stage modification of drug ...
Hofmeister AK, Iannelli G, Angyal P, Malandain A, Kaiser D, Maryasin B, Kählig H, Barel M, Novarino G, Maulide N.   +9 more
europepmc   +2 more sources

Synthetic Strategies to Access Fluorinated Azoles. [PDF]

European J Org Chem
This review highlights recent synthetic strategies for introducing fluorine groups (mono‐, di‐, and trifluoromethylation) into 11 major azole classes, identifying research gaps to inform future innovations in materials science, medicinal chemistry, and biomedical research.
El-Gaber MKA, Djugovski M, Huang TY, Adhikari S, Roy S.   +4 more
europepmc   +2 more sources

N-Difluoromethylindazoles

Журнал органічної та фармацевтичної хімії, 2022
Aim. To study the possibility of the N-difluoromethylation and separation of 1-difluoromethyl and 2-difluoromethyl isomers of C-substituted indazoles, as well as some possibilities of functionalization of such molecules. Results and discussion.
Kirill I. Petko, Andrey A. Filatov
doaj   +1 more source

Advances in the Different Synthetic Routes of Fluorinated Hydrazines. [PDF]

Chem Rec
This review highlights the various routes to the preparation of fluorinated hydrazines, thereby promoting the exploration of innovative methods for the synthesis of new N‐fluorinated hydrazines. Their synthesis mainly involves synthetic routes such as organometallic, organocatalytic, and photocatalytic.
Kyrko D, Crousse B.
europepmc   +2 more sources

Defluoroalkylation of Trifluoromethane with Organolithium Reagents: Mechanism and Synthesis of Fluoroalkenes. [PDF]

Angew Chem Int Ed Engl
We report a rare example of the transformation of HCF3 into a fluoroalkene functional group through defluoroalkylation. We rationalise product formation through DFT calculations, scale‐up the synthesis through continuous flow methods, and show that a fluoroalkene reagent derived from HCF3 is a competent nucleophile for the fluoroethenylation of a range
Warsame HR, Patrick SL, Bull JA, Miller PW, Crimmin MR.   +4 more
europepmc   +3 more sources