Darren Poole
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Experimental and Theoretical Quantification of the Lewis Acidity of Iodine(III) Species
Silver-Catalyzed Stereoselective Aminosulfonylation of Alkynes
Controllable assembly: The first intermolecular aminosulfonylation of terminal alkynes with sodium sulfinates and TMSN3 is reported. This three-component coupling, which shows excellent functional group tolerance, proceeds through sequential hydroazidation of the terminal alkyne and addition of a sulfonyl radical to the resultant vinyl azide. This enables the stereoselective synthesis of a wide range of β-sulfonyl N-unprotected enamines.
[Communication]
Yongquan Ning, Qinghe Ji, Peiqiu Liao, Edward A. Anderson, Xihe Bi
Angew. Chem. Int. Ed., July 07, 2017, https://doi.org/10.1002/anie.201705122 Read article
Pd-PEPPSI: Pd-NHC Precatalyst for Suzuki–Miyaura Cross-Coupling Reactions of Amides
Hypervalent Iodine(III)-Mediated Decarboxylative Ritter-Type Amination Leading to the Production of α-Tertiary Amine Derivatives
Palladium-Catalyzed Desulfitative Cross-Coupling of Arylsulfonyl Hydrazides with Terminal Alkynes: A General Approach toward Functionalized Internal Alkynes
Photoinduced Oxidative Formylation of N,N-Dimethylanilines with Molecular Oxygen without External Photocatalyst
Suzuki–Miyaura Cross-Coupling of N-Acylpyrroles and Pyrazoles: Planar, Electronically Activated Amides in Catalytic N–C Cleavage
Catalytic Asymmetric Conjugate Addition of Indolizines to α,β-Unsaturated Ketones
Alkylated indolizines: Using (S)-TRIP as monofunctional catalyst, several alkylated indolizines were synthesized in good yields and with enantiomeric ratios of up to 98:2.
[Communication]
José Tiago Menezes Correia, Benjamin List, Fernando Coelho
Angew. Chem. Int. Ed., June 01, 2017, https://doi.org/10.1002/anie.201700513 Read article
C–H Functionalization of Azines
A Heterogeneous Gold(I)-Catalyzed [2 + 2 + 1] Annulation of Terminal Alkynes, Nitriles, and Oxygen Atoms Leading to 2,5-Disubstituted Oxazoles
Multiple Approaches to the In Situ Generation of Anhydrous Tetraalkylammonium Fluoride Salts for SNAr Fluorination Reactions
Amide-Directed C−H Sodiation by a Sodium Hydride/Iodide Composite
New direction: An amide-directed ortho and lateral C−H sodiation is enabled by sodium hydride (NaH) in the presence of either sodium iodide (NaI) or lithium iodide (LiI). The transient organosodium intermediates could be transformed into functionalized aromatic compounds.
[Communication]
Yinhua Huang, Guo Hao Chan, Shunsuke Chiba
Angew. Chem. Int. Ed., April 27, 2017, https://doi.org/10.1002/anie.201702512 Read article
Catalytic Desymmetrization by C−H Functionalization as a Solution to the Chiral Methyl Problem
Breaking the mirror (plane): A palladium-catalyzed desymmetrization strategy via β C−H activation provides an alternate approach for solving the age-old challenge of introducing an α-methyl stereocenter to a molecule.
[Highlight]
David A. Nagib
Angew. Chem. Int. Ed., April 28, 2017, https://doi.org/10.1002/anie.201703311 Read article
Pyridine sulfinates as general nucleophilic coupling partners in palladium-catalyzed cross-coupling reactions with aryl halides
DOI: 10.1039/C7SC00675F, Edge Article
Pyridine sulfinates are stable and straightforward to prepare nucleophilic coupling partners for palladium catalyzed cross-coupling reactions with aryl and heteroaryl halides. The scope with respect to the halides coupling partner is considerable, and allows the preparation of a broad range of linked pyridines.
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Difluoromethyl Bioisostere: Examining the “Lipophilic Hydrogen Bond Donor” Concept
Manganese-Catalyzed Multicomponent Synthesis of Pyrimidines from Alcohols and Amidines
Something borrowed: A manganese complex stabilized by a PN5P-pincer ligand catalyzes the multicomponent synthesis of pyrimidines from amidines and up to three (different) alcohols. The consecutive 4-component reaction combines the concept of borrowing hydrogen or hydrogen autotransfer with dehydrogenation condensation to permit selective C−N and C−C bond formation.
[Communication]
Nicklas Deibl, Rhett Kempe
Angew. Chem. Int. Ed., January 12, 2017, DOI: 10.1002/anie.201611318. Read article
Combinations of Aminocatalysts and Metal Catalysts: A Powerful Cooperative Approach in Selective Organic Synthesis
Chemoselective Ketone Synthesis by the Addition of Organometallics to N-Acylazetidines
The Development and Application of Two-Chamber Reactors and Carbon Monoxide Precursors for Safe Carbonylation Reactions
Enantioselective Synthesis of Chiral Piperidines via the Stepwise Dearomatization/Borylation of Pyridines
Reactions of HDDA-Derived Benzynes with Sulfides: Mechanism, Modes, and Three-Component Reactions
Expanding the Strained Alkyne Toolbox: Generation and Utility of Oxygen-Containing Strained Alkynes
Regioselective Synthesis of 3-Hydroxy-4,5-alkyl-Substituted Pyridines Using 1,3-Enynes as Alkynes Surrogates
Iron-Catalyzed Regioselective Alkoxycarbonylation of Imidazoheterocycles with Carbazates
Mechanism of Rhodium-Catalyzed Formyl Activation: A Computational Study
HSiCl3-Mediated Reduction of Nitro-Derivatives to Amines: Is Tertiary Amine-Stabilized SiCl2 the Actual Reducing Species?
Insertion of N-Tosylacetimidates/Acetimidamides onto Arynes via [2 + 2] Cycloaddition
One-Pot Synthesis of Arylketones from Aromatic Acids via Palladium-Catalyzed Suzuki Coupling
Enantiospecific Alkynylation of Alkylboronic Esters
Enantiospecific alkynylation: Enantioenriched secondary and tertiary alkyl pinacolboronic esters undergo enantiospecific deborylative alkynylation through a Zweifel-type alkenylation followed by a 1,2-elimination reaction to give alkynes in high yield and essentially complete enantiospecificity.
[Communication]
Yahui Wang, Adam Noble, Eddie L. Myers, Varinder K. Aggarwal
Angew. Chem. Int. Ed., March 02, 2016, DOI: 10.1002/anie.201600599. Read article
Photoinduced Copper-Catalyzed C−H Arylation at Room Temperature
Copper light: Room-temperature C−H arylations of heteroarenes were accomplished with inexpensive copper compounds by photoinduced catalysis. The expedient copper catalysis leads to site-selective C−H arylations of non-aromatic oxazolines under mild reaction conditions, and provides step-economical access to the alkaloid natural products balsoxin and texamine.
[Communication]
Fanzhi Yang, Julian Koeller, Lutz Ackermann
Angew. Chem. Int. Ed., March 09, 2016, DOI: 10.1002/anie.201512027. Read article