metal‐free twofold electrochemical c−h amination of

Electrochemical Dehydrogenative C(sp 2 ) H Amination

Electrochemical Dehydrogenative C(sp2) H Amination Mahesh Puthanveedu,[a, b] Vladislav Khamraev,[b, c, f] Lukas Brieger,[d] Carsten Strohmann,[d] and Andrey P. Antonchick*[a, b, e] Abstract: A transition-metal-free direct electrolytic C H amination involving an

Chiral Hypervalent Iodine Catalysis Enables an Unusual

2021/4/28A unique metal-free intramol. diamination of alkenes based on bromide catalysis is reported that uses only potassium bromide and sodium chlorite avoiding any use of transition metal. This unprecedented halide catalysis is of general applicability, uses economic reagents, can be conveniently up-scaled and proceeds under mild and selective conditions that surpass all conventional transition

Chiral Hypervalent Iodine Catalysis Enables an Unusual

2021/4/28A unique metal-free intramol. diamination of alkenes based on bromide catalysis is reported that uses only potassium bromide and sodium chlorite avoiding any use of transition metal. This unprecedented halide catalysis is of general applicability, uses economic reagents, can be conveniently up-scaled and proceeds under mild and selective conditions that surpass all conventional transition

Renewable resources for sustainable metallaelectro

Thus, the Mei group reported on the copper-catalysed electrochemical C–H amination of anilides 34, using various cyclic secondary amines 7 as the coupling partner (). 106 An undivided cell setup was used to access densely decorated the ortho C–H amination.

Supporting Information Electron

1 Supporting Information Metal-Free Aerobic Oxidative Direct C-H Amination of Electron-Deficient Alkenes via Photoredox Catalysis Jing-Rui Xin, Yan-Hong He* and Zhi Guan* Key Laboratory of Applied Chemistry of Chongqing Municipality, School of Chemistry and

Electrochemically promoted C

This paper reports a metal-free and external oxidant-free electrochemical method for the C-3 amination of 2H-indazoles. The protocol employs commercially available azoles and aliphatic amines as amination reagents and has a broad substrate scope, providing the corresponding C3-amination products in high yields at room temperature.

Metal‐Free Twofold Electrochemical C−H Amination of

Metal‐Free Twofold Electrochemical C−H Amination of Activated Arenes: Application to Medicinally Relevant Precursor Synthesis Lars J. Wesenberg Department of Chemistry, Johannes Gutenberg University Mainz, Duesbergweg 10–14, 55128 Mainz, Germany

α

The use of ammonium iodide as the catalyst and sodium percarbonate as the co-oxidant enables a transition-metal-free direct α-C-H amination of ketones. A wide range of ketone ((hetero)aromatic or nonaromatic ketones) and amine (primary/secondary amines, anilines, or amides) substrates undergo cross-coupling to generate synthetically useful α-amino ketones.

Electrochemical Dehydrogenative C(sp 2 ) H Amination

Electrochemical Dehydrogenative C(sp2) H Amination Mahesh Puthanveedu,[a, b] Vladislav Khamraev,[b, c, f] Lukas Brieger,[d] Carsten Strohmann,[d] and Andrey P. Antonchick*[a, b, e] Abstract: A transition-metal-free direct electrolytic C H amination involving an

α

The use of ammonium iodide as the catalyst and sodium percarbonate as the co-oxidant enables a transition-metal-free direct α-C-H amination of ketones. A wide range of ketone ((hetero)aromatic or nonaromatic ketones) and amine (primary/secondary amines, anilines, or amides) substrates undergo cross-coupling to generate synthetically useful α-amino ketones.

Electrochemical Dehydrogenative C(sp 2 ) H Amination

Electrochemical Dehydrogenative C(sp2) H Amination Mahesh Puthanveedu,[a, b] Vladislav Khamraev,[b, c, f] Lukas Brieger,[d] Carsten Strohmann,[d] and Andrey P. Antonchick*[a, b, e] Abstract: A transition-metal-free direct electrolytic C H amination involving an

Electrochemical Dehydrogenative C(sp 2 ) H Amination

Electrochemical Dehydrogenative C(sp2) H Amination Mahesh Puthanveedu,[a, b] Vladislav Khamraev,[b, c, f] Lukas Brieger,[d] Carsten Strohmann,[d] and Andrey P. Antonchick*[a, b, e] Abstract: A transition-metal-free direct electrolytic C H amination involving an

Electrophotocatalytic diamination of vicinal C–H bonds

The conversion of C–H bonds into C–N bonds is broadly useful in producing pharmaceutically important compounds from simple, readily available feedstocks. Shen and Lambert report a method to induce this reaction twice in a row at benzylic and neighboring alkyl carbon centers, using acetonitrile solvent as a convenient source of nitrogen. The method relies on successive electrochemical and

Electrochemical/Photochemical Aminations Based on Oxidative Cross

Instead of prefunctionalized substrates, using free C–H and N–H bonds in the starting materials can supply a more sustainable avenue to the C–N bond-forming reactions. Compared with the well-developed transition-metal-catalyzed protocols, the strategy of introducing optical or electrical energy into reactions is fantastic and appealing.

CiNii

A new method for metal-free intramolecular C[BOND]H amination has been developed. Electrochemical oxidation of 2-pyrimidyloxybenzenes and 2-pyrimidylthiobenzenes, which can be easily prepared from phenols and thiophenols, respectively, followed by the treatment of the resulting pyrimidinium ions with piperidine gives 2-aminobenzoxazoles and 2-aminobenzothiazoles, respectively.

Electrochemical Dehydrogenative C(sp 2 ) H Amination

Electrochemical Dehydrogenative C(sp2) H Amination Mahesh Puthanveedu,[a, b] Vladislav Khamraev,[b, c, f] Lukas Brieger,[d] Carsten Strohmann,[d] and Andrey P. Antonchick*[a, b, e] Abstract: A transition-metal-free direct electrolytic C H amination involving an

Electrochemical Dehydrogenative C(sp 2 ) H Amination

Electrochemical Dehydrogenative C(sp2) H Amination Mahesh Puthanveedu,[a, b] Vladislav Khamraev,[b, c, f] Lukas Brieger,[d] Carsten Strohmann,[d] and Andrey P. Antonchick*[a, b, e] Abstract: A transition-metal-free direct electrolytic C H amination involving an

Metal Catalyst

Metal catalyst-free intramolecular C–H amination of biarylaniline derivatives (358) to generate carbazoles (360) is also known. Antonchick and coworkers have introduced a significant improvement in terms of efficiency to the metal-free variant by combining hypervalent iodine oxidants generated in situ from the unusual aryl iodide 359 with a hexafluoroisopropanol-containing solvent system

Renewable resources for sustainable metallaelectro

Thus, the Mei group reported on the copper-catalysed electrochemical C–H amination of anilides 34, using various cyclic secondary amines 7 as the coupling partner (). 106 An undivided cell setup was used to access densely decorated the ortho C–H amination.

Electrochemically promoted C

This paper reports a metal-free and external oxidant-free electrochemical method for the C-3 amination of 2H-indazoles. The protocol employs commercially available azoles and aliphatic amines as amination reagents and has a broad substrate scope, providing the corresponding C3-amination products in high yields at room temperature.

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104 Hyun Jin Kim, Jiyu Kim, Seung Hwan Cho, and Sukbok Chang Intermolecular Oxidative C–N Bond Formation under Metal-Free Conditions: Control of Chemoselectivity between Aryl sp2 and Benzylic sp3 C–H Bond Imidation J. Am. Chem. Soc., 2011, 133(41), 16382–16385

Unexpected high robustness of electrochemical cross

RESULTS AND DISCUSSION We have developed a selective, reagent- and metal-free protocol for the electrochemical C–H activating synthesis of these substance classes. By this approach, the selective synthesis of nonsymmetric biphenols (20, 21), partially protected nonsymmetric biphenols (), and m-terphenyl-2,2″-diols was established ().

α

The use of ammonium iodide as the catalyst and sodium percarbonate as the co-oxidant enables a transition-metal-free direct α-C-H amination of ketones. A wide range of ketone ((hetero)aromatic or nonaromatic ketones) and amine (primary/secondary amines, anilines, or amides) substrates undergo cross-coupling to generate synthetically useful α-amino ketones.

Chiral Hypervalent Iodine Catalysis Enables an Unusual

2021/4/28A unique metal-free intramol. diamination of alkenes based on bromide catalysis is reported that uses only potassium bromide and sodium chlorite avoiding any use of transition metal. This unprecedented halide catalysis is of general applicability, uses economic reagents, can be conveniently up-scaled and proceeds under mild and selective conditions that surpass all conventional transition

A Metal‐Free Direct Arene C−H Amination

A Metal-Free Direct Arene C H Amination Tao Wang,a Marvin Hoffmann,b Andreas Dreuw,b Edina Hasagić,c Chao Hu,a Philipp M. Stein,a Sina Witzel,a Hongwei Shi,a Yangyang Yang,a Matthias Rudolph,a Fabian Stuck,a Frank Rominger,a Marion Kerscher,d

Electrophotocatalytic diamination of vicinal C–H bonds

The conversion of C–H bonds into C–N bonds is broadly useful in producing pharmaceutically important compounds from simple, readily available feedstocks. Shen and Lambert report a method to induce this reaction twice in a row at benzylic and neighboring alkyl carbon centers, using acetonitrile solvent as a convenient source of nitrogen. The method relies on successive electrochemical and

Unexpected high robustness of electrochemical cross

RESULTS AND DISCUSSION We have developed a selective, reagent- and metal-free protocol for the electrochemical C–H activating synthesis of these substance classes. By this approach, the selective synthesis of nonsymmetric biphenols (20, 21), partially protected nonsymmetric biphenols (), and m-terphenyl-2,2″-diols was established ().

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