4.8 Article

Rapid and Simple Access to α-(Hetero)arylacetonitriles from Gem-Difluoroalkenes

Related references

Note: Only part of the references are listed.
Article Chemistry, Multidisciplinary

Assembly of α-(Hetero)aryl Nitriles via Copper-Catalyzed Coupling Reactions with (Hetero)aryl Chlorides and Bromides

Ying Chen et al.

Summary: The combination of copper salts and oxalic diamides enables the synthesis of α-(hetero)aryl nitriles via one-pot decarboxylation under mild conditions. The method demonstrates a broad substrate scope and compatibility with various functionalities and heteroaryls.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2021)

Article Chemistry, Multidisciplinary

Solvent-Switched Oxidation Selectivities with O2: Controlled Synthesis of α-Difluoro(thio)methylated Alcohols and Ketones

Chi Liu et al.

Summary: The study presents the solvent-switched hydroxylation and oxygenation of alpha-difluoro(thio)methylated carbanions with molecular oxygen, which controls the redox reactions of the in situ generated hydroperoxy difluoromethylsulfides. This controllable three-component reaction provides various useful alpha-difluoro(thio)methylated alcohols and ketones in high yields, with potential applications in the synthesis of different bioactive molecules.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2021)

Article Chemistry, Organic

Synthesis of Diarylmethanes Bearing CF3- and CN-Substituted All-carbon Quaternary Centers and Diarylmalononitriles through Cyanation of δ-Disubstituted Para-Quinone Methides

Xiaoguang Pan et al.

Summary: An efficient construction of diarylmethanes containing CF3- and CN-substituted all-carbon quaternary stereocenters has been achieved via cyanation of delta-CF3-delta-aryl disubstituted para-quinone methides. The method shows broad scope, high efficiency, and enables rapid access to valuable CF3-substituted di- and triarylmethanes. Additionally, cyanation of delta-CN-substituted para-quinone methides furnishes diarylmalononitriles in good yields, demonstrating the generality of the approach.

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY (2021)

Article Chemistry, Organic

[3+2]-Annulation of gem-Difluoroalkenes and Pyridinium Ylides: Access to Functionalized 2-Fluoroindolizines

Jun-Qi Zhang et al.

Summary: A novel [3+2]-annulation reaction was developed using gem-difluoroalkenes and pyridinium ylides, with ambient air as the sole oxidant in an open-vessel manner, to synthesize multifunctionalized 2-fluoroindolizines in moderate to good yields. gem-Difluoroalkene acts as a C2 synthon in this reaction, avoiding competitive addition-elimination processes and providing facile access to 2-fluoroindolizines.

JOURNAL OF ORGANIC CHEMISTRY (2021)

Article Chemistry, Physical

Dynamics of coordination of H3O+ and NH4+ in crown ether cavities

S. Bessam et al.

Summary: Crown ethers are known for their ability to form inclusion complexes with metal cations and positively charged molecular moieties. In this study, computational simulations were used to investigate the coordination arrangements of hydronium and ammonium with native crown ethers, revealing dynamic changes in coordination inside the crown ether cavities. The reduced host-guest symmetry of the 15c5 macrocycle enhances the reorientation dynamics, leading to unique behaviors such as proton transfer events and changes in coordination patterns.

PHYSICAL CHEMISTRY CHEMICAL PHYSICS (2021)

Review Chemistry, Multidisciplinary

Recent Advances in Transition Metal-catalyzed Functionalization of gem-Difluoroalkenes

Suvajit Koley et al.

ISRAEL JOURNAL OF CHEMISTRY (2020)

Review Chemistry, Multidisciplinary

Recent advances in C-CN and C-H bond activation of green nitrile (MeCN) for organo-complexation, cyanation and cyanomethylation

Muhammad Siddique Ahmad et al.

NEW JOURNAL OF CHEMISTRY (2020)

Article Chemistry, Organic

Palladium-catalyzed cyanation of aryl halides with in situ generated CN-from ClCF2H and NaNH2

Changjiang Yu et al.

ORGANIC CHEMISTRY FRONTIERS (2020)

Article Chemistry, Multidisciplinary

Efficient Synthesis of -Trifluoromethyl Carboxylic Acids and Esters through Fluorocarboxylation of gem-Difluoroalkenes

Woo-Jin Yoo et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2019)

Article Chemistry, Multidisciplinary

Palladium-Catalyzed Late-Stage Direct Arene Cyanation

Da Zhao et al.

Article Chemistry, Multidisciplinary

Catalytic Cyanation Using CO2 and NH3

Hua Wang et al.

Article Chemistry, Organic

Recent advances in the synthesis and C-F functionalization of gem-difluoroalkenes

Xuxue Zhang et al.

TETRAHEDRON LETTERS (2017)

Review Chemistry, Applied

Recent Advances in the Synthesis of Aryl Nitrile Compounds

Guobing Yan et al.

ADVANCED SYNTHESIS & CATALYSIS (2017)

Article Chemistry, Multidisciplinary

Remote meta-C-H Cyanation of Arenes Enabled by a Pyrimidine-Based Auxiliary

Sukdev Bag et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2017)

Article Chemistry, Multidisciplinary

Palladium-Catalyzed Asymmetric α-Arylation of Alkylnitriles

Zhiwei Jiao et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2016)

Article Chemistry, Multidisciplinary

Synthesis of α-Aryl Esters and Nitriles: Deaminative Coupling of α-Aminoesters and α-Aminoacetonitriles with Arylboronic Acids

Guojiao Wu et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2014)

Article Chemistry, Physical

Crown Ether Complexes with H3O+ and NH4+: Proton Localization and Proton Bridge Formation

Paola Hurtado et al.

JOURNAL OF PHYSICAL CHEMISTRY A (2011)

Article Chemistry, Multidisciplinary

Palladium-Catalyzed Cyanomethylation of Aryl Halides through Domino Suzuki Coupling-Isoxazole Fragmentation

Juraj Velcicky et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2011)

Article Chemistry, Multidisciplinary

Direct Transformation of N,N-Dimethylformamide to -CN: Pd-Catalyzed Cyanation of Heteroarenes via C-H Functionalization

Shengtao Ding et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2011)

Article Chemistry, Organic

Synthesis of Substituted Isoquinolines via Pd-Catalyzed Cross-Coupling Approaches

Nick Todorovic et al.

ORGANIC LETTERS (2011)

Article Chemistry, Multidisciplinary

A New Combined Source of CN from N,N-Dimethylformamide and Ammonia in the Palladium-Catalyzed Cyanation of Aryl C-H Bonds

Jinho Kim et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2010)

Article Chemistry, Multidisciplinary

Cu(II)-catalyzed functionalizations of aryl C-H bonds using O2 as an oxidant

Xiao Chen et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2006)

Article Chemistry, Multidisciplinary

Mild palladium-catalyzed selective monoarylation of nitriles

LY Wu et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2005)

Review Pharmacology & Pharmacy

Phosphodiesterase 4-selective inhibition: novel therapy for the inflammation of COPD

P Jeffery

PULMONARY PHARMACOLOGY & THERAPEUTICS (2005)

Article Chemistry, Organic

P(i-BuNCH2CH2)3N:: An efficient ligand for the direct α-arylation of nitriles with aryl bromides

JS You et al.

JOURNAL OF ORGANIC CHEMISTRY (2003)

Article Chemistry, Multidisciplinary

A general method for the direct alpha-arylation of nitriles with aryl chlorides

JS You et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2003)