Synthesis of Triarylpyrylium Salts Using a Mild, Eco-friendly Route
Synlett DOI: 10.1055/a-2236-0974 Pyrylium salts based on a cationic oxygen heterocycle are a key class of chromophores. However, synthesis of these salts generally requires use of harsh acids, copious organic solvents, and in many cases, hazardous conditions. This work provides a two-pot synthesis for substituted triphenyl pyrylium salts wherein chalcone intermediates are first prepared and then mild methanesulfonic acid is used in combination with a dehydrating agent to drive pyrylium cyclization. Purification is achieved through a simple, aqueous workup involving counterion metathesis which avoids the need for environmen...
Source: Synlett - January 29, 2024 Category: Chemistry Authors: Owen, Connor Spiridopoulos, Casey Starvaggi, Nicholas Morrow, Zachary Chirdon, Danielle Mills, Isaac Tags: letter Source Type: research
Magnesiation of Alkyl Fluorides Catalyzed by Rhodium –Aluminum Bimetallic Complexes
We report that Al–Rh bimetallic complexes catalyze the magnesiation of C(sp3)–F bonds of alkyl fluorides using easy-to-handle Mg powder. The present conditions can accommodate primary, secondary, or tertiary alkyl fluorides to afford the corresponding alkylmagnesium reagents, which can be successfully converted into various functionalities. [...] Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme eJournals: Table of contents | Abstract | Full text (Source: Synlett)
Source: Synlett - January 29, 2024 Category: Chemistry Authors: Fujii, Ikuya Higo, Ryota Semba, Kazuhiko Nakao, Yoshiaki Tags: letter Source Type: research
Synform issue 2024/02
Synlett 2024; 35: A22-A35 DOI: 10.1055/s-0040-1720622 Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme eJournals: Table of contents (Source: Synlett)
Source: Synlett - January 29, 2024 Category: Chemistry Authors: Zanda, Matteo Tags: Synform Source Type: research
Linked PDF of Table of Contents
Synlett 2024; 35: VIII- DOI: 10.1055/s-0043-1763678 Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme eJournals: Table of contents (Source: Synlett)
Source: Synlett - January 29, 2024 Category: Chemistry Tags: table of contents Source Type: research
Editorial – Organic Chemistry Under Visible Light: Photolytic and Photocatalytic Organic Transformations
Synlett 2024; 35: III-III DOI: 10.1055/s-0043-1763677 Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme eJournals: Table of contents (Source: Synlett)
Source: Synlett - January 29, 2024 Category: Chemistry Authors: Subhabrata, Sen Ludovic, Gremaud Tags: editorial Source Type: research
Precision Alkynylation of 1,3-Bis(Boronates) by Utilizing Distinct Organometallic Reagents for Regioselective Synthesis
Synlett DOI: 10.1055/a-2236-5948 The selective functionalization of 1,3-bis(boronic) esters holds the potential for creating diverse molecular structures, particularly through the late-stage functionalization of the remaining C–B bond. By employing distinct organometallic reagents, we have developed a method for regiodivergent alkynylation of 1,3-bis(boronic) esters, facilitated by unique chelation patterns. Notably, this methodology effectively overcomes limitations commonly encountered in radical chemistry, which generates only monoselective downstream targets. Furthermore, the compounds synthesized through this approa...
Source: Synlett - January 26, 2024 Category: Chemistry Authors: Chen, Ang Ji, Chong-Lei Gao, De-Wei Tags: synpacts Source Type: research
Synthesis of Heterodiarylmethanes via Metallaphotoredox Decarboxylative Arylation
Synlett DOI: 10.1055/s-0042-1751550 A metallaphotoredox-catalyzed synthesis of heterodiarylmethanes using mild reaction conditions, commercially available substrates, and bench-stable catalysts is demonstrated. Moderate yields are obtained, and further derivatization of the newly formed benzylic position is shown. [...] Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme eJournals: Table of contents | Abstract | Full text (Source: Synlett)
Source: Synlett - January 26, 2024 Category: Chemistry Authors: Yanez, Amanda Jeanneret, Alexandria D. M. Tags: letter Source Type: research
Investigation of Factors Affecting the Rate of High-Boiling-Point Solvent Removal Using a Rotary Evaporator
Synlett DOI: 10.1055/s-0042-1751532 Factors that might affect the removal time of high-boiling-point solvents with a rotary evaporator were examined. Considering several essential factors, the optimized conditions for removing a high-boiling-point solvent are suggested. The results and discussion from this work can serve as a reference for current and future organic chemists. Finally, two examples of fast and successful dehydration reactions are given to demonstrate that the rotary evaporator can be used to conduct organic syntheses. [...] Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme...
Source: Synlett - January 26, 2024 Category: Chemistry Authors: Chen, Yinzhe Wang, Weiding Zhang, Qian Tags: letter Source Type: research
Condensation of Amines with S-Methyl Thiouronium Salts: Another Entry for the Synthesis of Amidines
We present a condensation of primary aryl or alkyl amines with S-methyl thiouronium salts to obtain N,N,N′-trisubstituted amidines. High yields, short reaction times, and a fair substrate scope are the noteworthy features of this protocol. Surprisingly, the reaction of a thiouronium salt with 4-aminopyridine gave 1-(4-methoxybenzoyl)piperidine. [...] Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme eJournals: Table of contents | Abstract | Full text (Source: Synlett)
Source: Synlett - January 24, 2024 Category: Chemistry Authors: Swaroop, Toreshettahally R. Bakyyev, Rahym Rangappa, Kanchugarakoppal S. Torun, Lokman Tags: letter Source Type: research
Synthesis of New Highly Functionalized Quinolines via a Novel FeIII-Catalyzed Domino aza-Michael/Aldol/Aromatization Reaction
We report the development of a straightforward, waste-reducing, environmentally friendly, FeIII-catalyzed domino aza-Michael/aldol/aromatization reaction in the presence of water to access high-value functionalized quinolines by using 2-aminobenzophenones and ethyl buta-2,3-dienoate as starting compounds. The tangible advantages, that is, the utilization of commercially available and/or easily accessible substrates, simplicity, mild reaction conditions, and application of water as a solvent, make this three-step domino process green and highly appealing for the direct construction of a wide variety of highly functionalized...
Source: Synlett - January 24, 2024 Category: Chemistry Authors: Heckmann, Felix Ibrahim, Mohammad M. Hampel, Frank Tsogoeva, Svetlana B. Tags: letter Source Type: research
Expansion of Genetic Alphabets: Designer Nucleobases and Their Applications
Synlett DOI: 10.1055/a-2219-6680 All living things use DNA and RNA to store, retrieve, and transmit their genetic information. The complementary Watson–Crick nucleobase-pairs (A/T and G/C base-pairs), have been documented for years as being essential for the integrity of the DNA double helix and also for replication and transcription. With only four poorly fluorescent naturally occurring nucleic acid bases (namely A, G, T/U, and C), the extraction of genetic information is difficult. Further, the chemical diversity of DNA and RNA is severely limited. Deoxyribose/ribose-phosphate backbones also constrain DNA and RNA chara...
Source: Synlett - January 22, 2024 Category: Chemistry Authors: Bag, S. S. Banerjee, A. Sinha, S. Tags: account Source Type: research
Pd-Catalyzed Oxidative Functionalization of Alkenes, Arenes, and 1,3-Dienes Using Molecular Oxygen as the Terminal Oxidant
Conclusions and Perspectives [...] Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme eJournals: Table of contents | Abstract | Full text (Source: Synlett)
Source: Synlett - January 19, 2024 Category: Chemistry Authors: Tabaru, Kazuki Obora, Yasushi Tags: account Source Type: research
Adventures in CH-Arylation Chemistry
Synlett DOI: 10.1055/s-0042-1751540 The present article provides a personalized account on CH-arylation reactions employed for the synthesis of heterocycles. The presence of a nitro group allowed for direct and regioselective CH-arylations of pyrazoles, imidazoles, indoles and a variety of purine analogues. Direct CH-arylations without the presence of an activating nitro-group were employed for inter- and intramolecular reactions of purine derivatives, which allowed for the synthesis of a great variety of polycyclic systems. Domino C–N coupling / hydroamination / CH-activation reactions of diarylacetylenes with anilines ...
Source: Synlett - January 19, 2024 Category: Chemistry Authors: Langer, Peter Tags: account Source Type: research
Chemoselective Vicinal Dichlorination of Alkenes by Iron Ligand-to-Metal Charge-Transfer Catalysis
We report the photocatalytic functionalization of terminal alkenes to vicinal dichlorides by using visible light and FeCl3 as a catalyst, LiCl as a chloride source, and air as an oxidant. The transformation is proposed to be initiated by ligand-to-metal charge-transfer bond homolysis of a Fe–Cl bond, giving a highly reactive chloride radical able to initiate the functionalization of olefins. The process shows high chemoselectivity and broad functional-group tolerance with yields of up to 94% under mild conditions. [...] Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme eJournals: Table ...
Source: Synlett - January 18, 2024 Category: Chemistry Authors: Stahl, Jessica Reiter, Thilo K önig, Burkhard Tags: letter Source Type: research
Ligand-Free Copper(I) Chloride Catalyzed N-Arylation of 1,2,4-Triazole with Aryl Bromides
Synlett DOI: 10.1055/a-2229-1887 An efficient protocol was developed for the N-arylation of 1,2,4-triazole by using substituted aryl bromides catalyzed by CuCl under ligand-free conditions. This method afforded the products in good to excellent yields (up to 88%) under the optimized conditions. [...] Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme eJournals: Table of contents | Abstract | Full text (Source: Synlett)
Source: Synlett - January 18, 2024 Category: Chemistry Authors: Ang, WeiZhi Low, Chloe Kah-Yee Teo, Yong-Chua Tags: letter Source Type: research
