Electrochemical Efficient Synthesis of Two Azo Energetic Compounds
Synlett DOI: 10.1055/a-2283-5829 Azo compounds with a high density, high enthalpy, and excellent detonation performance have received increasing research attention. The conventional method of chemical dehydrogenation that is used to form azo compounds involves the use of strong oxidants, resulting in environmental pollution. Electrochemical organic synthesis is considered an old method and a new technology. In this work, azofurazan tetrazole {H2AzFT; 5,5′-[diazene-1,2-diylbis(1,2,5-oxadiazole-4,3-diyl)]bis-1H-tetrazole} and azofurazan hydroxytetrazole (H2AzFTO) were synthesized by a green and efficient electrochemical de...
Source: Synlett - March 27, 2024 Category: Chemistry Authors: Zhang, Jinhao Song, Yulan Hao, Wenjia Peng, Rufang Jin, Bo Tags: letter Source Type: research

Synthesis of Three-Dimensional Benzophenone Analogues Based on a [2.2]Paracyclophane Scaffold
Synlett DOI: 10.1055/a-2284-4984 Herein, we report the synthesis of functionalized three-dimensional benzophenone analogues derived from [2.2]paracyclophane (pCp). The potential use of these compounds as photocatalysts is disclosed. Benzophenone and its derivatives are well-known photoactive compounds that have been extensively employed over the years as catalysts to promote a variety of transformations activated by light. The development of differently substituted three-dimensional versions of such compounds may significantly expand the range of their applications in photocatalysis. Exploitation of the planar chirality of...
Source: Synlett - March 26, 2024 Category: Chemistry Authors: Wu, Shiqi Micouin, Laurent Benedetti, Erica Tags: letter Source Type: research

A Practical Method for the Synthesis of Mesoionic 1,3-Diaryltetrazolium Derivatives Bearing a para-Substituted Phenyl Group at the 1- or 3-Position from Anilines
Synlett DOI: 10.1055/a-2283-5749 A simple, economical, and safe method for the synthesis of mesoionic 1,3-diaryltetrazolium derivatives bearing a para-substituted phenyl group at the 1- or 3-position via thiosemicarbazides was established. Such compounds were directly obtained from the corresponding para-substituted anilines instead of aryl isothiocyanates and arylhydrazines. The newly synthesized mesoionic compounds were successfully converted into the corresponding nitrosotetrazolium salts, which were utilized as catalysts for oxidation of an aliphatic alcohol and analyzed by cyclic voltammetry to determine the correlati...
Source: Synlett - March 26, 2024 Category: Chemistry Authors: Matsukawa, Yuta Hirashita, Tsunehisa Tags: letter Source Type: research

The Difunctionalization of Alkenes Completed by DMTSM and CF3SO2Na without Metal Catalysts
Synlett DOI: 10.1055/a-2283-5928 The electrophilic thiolation of alkenes initiated by DMTSM and the addition of CF3SO2Na in one pot has been developed. This reaction also can be extended to ArSO2Na. This protocol features a good substrate scope, simple procedures, and mild reaction conditions and affords the desired products in moderate yields without metal catalysts. [...] Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme eJournals: Table of contents  |  Abstract  |  Full text (Source: Synlett)
Source: Synlett - March 22, 2024 Category: Chemistry Authors: Shen, Siwei Gao, Jinzhao Luo, Xiaofeng Wang, Tianqiang Liu, Peihua Yan, Rulong Tags: letter Source Type: research

Late-Stage C –H Deuteration of Organic Compounds via Ligand-Enabled Palladium-Catalyzed Hydrogen Isotope Exchange
Conclusion [...] Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme eJournals: Table of contents  |  Abstract  |  open access Full text (Source: Synlett)
Source: Synlett - March 22, 2024 Category: Chemistry Authors: Dey, Jyotirmoy van Gemmeren, Manuel Tags: account Source Type: research

A Simple Tool to Benchmark Reactivity in Asymmetric Catalysis
Synlett DOI: 10.1055/s-0042-1751576 Herein, we report a simple and noninvasive experimental protocol in which a series of relative reaction rates may be obtained by way of single competition experiments. This approach permits a quantitative comparison of any given number of chiral catalysts relative to a ‘benchmarking’ chiral catalyst – a particularly useful tool since catalyst design and selection have remained largely dependent on chemical intuition. We apply this benchmarking approach towards an asymmetric N-heterocyclic carbene (NHC) catalyzed intramolecular Stetter reaction as a proof-of-concept study. In doing ...
Source: Synlett - March 21, 2024 Category: Chemistry Authors: Mu ñoz, Alberto Rovis, Tomislav Tags: new tools Source Type: research

Rhodium-Catalyzed Decarbonylative Intramolecular Arylation of 2-(1H-Indole-1-carbonyl)benzoic Acids
Synlett DOI: 10.1055/a-2278-5797 We developed a redox-neutral synthesis of isoindoloindolone via intramolecular arylation of 2-(1H-indole-1-carbonyl)benzoic acids. This protocol facilitates the formation of various substituted isoindoloindolones in yields ranging from 17% to 80%. Our mechanistic investigations indicate the pivotal role of NaI: the iodide anion promotes the formation of the desired isoindoloindolone, and the sodium cation suppresses the formation of acylated byproducts, thereby enabling the selective formation of isoindoloindolones in acceptable yields. [...] Georg Thieme Verlag KG Rüdigerstraße 14, 70469...
Source: Synlett - March 20, 2024 Category: Chemistry Authors: Suzuki, Hirotsugu Takemura, Yosuke Matsuda, Takanori Tags: letter Source Type: research

The Electrochemical trans-Chloroformyloxylation of Unactivated Alkenes
Synlett DOI: 10.1055/s-0043-1763695 An attempted aryl selenium-catalyzed formation of cis-chlorohydrins from alkenes was unsuccessful but led to an electrochemical investigation for the trans-selective chloroformyloxylation of cyclic and acyclic alkenes in moderate to good yields. Interestingly, when 1,1-disubstituted alkenes were used, the corresponding vinyl chloride derivatives were obtained, and the application of 1-phenylcyclohex-1-ene led to the formation of an allyl chloride derivative. [...] Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme eJournals: Table of contents  |  Abs...
Source: Synlett - March 20, 2024 Category: Chemistry Authors: Queder, Jona Hilt, Gerhard Tags: letter Source Type: research

Advances on the Synthesis of C-Aryl-glycosides Since 2019
Conclusion and Outlook [...] Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme eJournals: Table of contents  |  Abstract  |  Full text (Source: Synlett)
Source: Synlett - March 20, 2024 Category: Chemistry Authors: Li, Jiagen Jiang, Xuefeng Tags: account Source Type: research

Preface
Synlett 2024; 35: XV-XVI DOI: 10.1055/s-0043-1763724 Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme eJournals: Table of contents (Source: Synlett)
Source: Synlett - March 19, 2024 Category: Chemistry Tags: Preface Source Type: research

Bioorthogonal Chemistry at Radboud University: Past, Present and Future
Conclusions [...] Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme eJournals: Table of contents  |  Abstract  |  open access Full text (Source: Synlett)
Source: Synlett - March 14, 2024 Category: Chemistry Authors: Rutjes, Floris P. J. T. Bonger, Kimberly M. Neumann, Kevin Tags: account Source Type: research

Nickel-Catalyzed Asymmetric Borylative Coupling of 1,3-Dienes with Aldehydes
Synlett DOI: 10.1055/a-2275-3719 The nickel-catalyzed borylative coupling of aldehydes and 1,3-dienes with diboron reagents offers an efficient method for synthesizing valuable homoallylic alcohols from easily accessible starting materials. However, achieving enantioselectivity in this reaction has been a significant challenge. We discuss our recent report on the first example of a nickel-catalyzed enantioselective borylative coupling of aldehydes with 1,3-dienes, employing a chiral spiro-phosphine–oxazoline ligand. Notably, by utilizing (E)-1,3-dienes or (Z)-1,3-dienes, we can reverse the diastereoselectivity, yielding ...
Source: Synlett - March 13, 2024 Category: Chemistry Authors: Ma, Jin-Tao Xiao, Li-Jun Tags: synpacts Source Type: research

Erratum Silver-Catalyzed Synthesis of Nitriles from Carboxylic Acids and Cyanamides
Synlett 2024; 35: 734-734 DOI: 10.1055/s-0043-1763692 Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme eJournals: Table of contents  |  Full text (Source: Synlett)
Source: Synlett - March 13, 2024 Category: Chemistry Authors: Li, Mingsheng Zi, Lingjian Chen, Xinqaing Zhang, Jing Tags: errata Source Type: research

Synform issue 2024/04
Synlett 2024; 35: A53-A69 DOI: 10.1055/s-0040-1720628 Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme eJournals: Table of contents (Source: Synlett)
Source: Synlett - March 13, 2024 Category: Chemistry Authors: Zanda, Matteo Tags: Synform Source Type: research

Linked PDF of Table of Contents
Synlett 2024; 35: V- DOI: 10.1055/s-0043-1763694 Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme eJournals: Table of contents (Source: Synlett)
Source: Synlett - March 13, 2024 Category: Chemistry Tags: table of contents Source Type: research