Rhodium-Catalyzed Regioselective Synthesis of N-Secondary Alkyl Indoles via Intermolecular Cyclization of N-Nitrosoanilines and Unsymmetrical Alkynes
Synthesis DOI: 10.1055/s-0041-1738453 A Cp*Rh-catalyzed C–H functionalization/cyclization to afford 2,3-substituted N-secondary alkyl indole derivatives is described. This intermolecular cyclization of N-secondary nitrosoanilines and unsymmetrically substituted alkynes has good performances in yields, substrate scope, and regioselectivities. [...] Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme eJournals: Table of contents | Abstract | Full text (Source: Synthesis)
Source: Synthesis - September 21, 2023 Category: Chemistry Authors: Chang, Yiting Hou, Tingting Dong, Yi Xu, Heng Tags: paper Source Type: research
The Electrocyclization of Heptatrienyl Anions
Synthesis DOI: 10.1055/s-0040-1720086 The thermal electrocyclization of heptatrienyl anions is reviewed. We begin with a succinct background on the importance of cycloheptane rings in complex molecules and a brief survey of approaches to their synthesis. We also review the fundamental aspects of this electrocyclization manifold, relying on the Woodward–Hoffmann rules for pericyclic chemistry. Then we survey the literature, covering the burst of discovery in the late 1960s and early 1970s, and the more sporadic reports in from the 1990s to the present day.1 Introduction2 The Electrocyclization of Heptatrienyl Anions3 D...
Source: Synthesis - September 20, 2023 Category: Chemistry Authors: Komijani, Samira Orellana, Arturo Tags: review Source Type: research
Application of the Heck Reaction for the Synthesis of C-Glycosyl Phenolic Compounds
Synthesis DOI: 10.1055/a-2147-2788 The potential of the Heck reaction for the C-glycosylation of phenolic compounds was explored. An efficient and general methodology for the synthesis of C-glycosylated phenolic compounds based on the Heck coupling of halogenated phenolic derivatives (chromones, 2-styrylchromones, and xanthones) and sugar alkenes was developed. The protocol was applied to the preparation of previously unreported C-glycosylated 2-styrylchromones and xanthones of potential biological relevance. [...] Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme eJournals: Table of cont...
Source: Synthesis - September 19, 2023 Category: Chemistry Authors: Tom é, Sara M. Soengas, Raquel G. Silva, Artur M. S. Tags: paper Source Type: research
Zinc-Mediated C –H Metalations in Modern Organic Synthesis
Conclusion [...] Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme eJournals: Table of contents | Abstract | Full text (Source: Synthesis)
Source: Synthesis - September 15, 2023 Category: Chemistry Authors: Wanic, Daria K. Melvin, Rebecca Barker, Graeme Tags: special topic Source Type: research
C-5 Epimerisation of d-Mannopyranosyl Fluorides: The Influence of Anomeric Configuration on Radical Reactivity
Synthesis DOI: 10.1055/a-2149-4586 The fluorine-directing effect has so far been exploited to provide short and efficient synthetic routes to rare l-ido sugars. However, the importance of anomeric configuration to its success has remained experimentally unverified. We now report on the synthesis of α- and β-configured per-O-benzoylated mannopyranosyl fluorides and initially show that their reactivity towards photo-bromination is strongly dependent on the anomeric configuration. The stereochemical basis of the fluorine-directing effect is then validated by revealing the striking difference in stereoselectivity observed fo...
Source: Synthesis - September 14, 2023 Category: Chemistry Authors: See, Nicholas W. Pierens, Gregory K. Krenske, Elizabeth H. Ferro, Vito Tags: special topic Source Type: research
Divergent Synthesis and Biological Evaluation of 2,6-Disubstituted Tetrahydropyran-Containing Natural Products: Parvistone E, Goniothalesdiol A, 6-epi-Goniothalesdiol A, and 8-epi-9-Deoxygoniopypyrone
Synthesis DOI: 10.1055/a-2149-4214 The concise and efficient synthesis of (+)-goniothalesdiol A and (–)-parvistone E (leiocarpin A), as well as the first total syntheses of (–)-6-epi-goniothalesdiol A and (–)-8-epi-9-deoxygoniopypyrone acetate, have been achieved in four or five longest linear steps based on the chiron approach. The potential biological activities of four 2,6-disubstituted tetrahydropyran-containing natural products were explored based on a panel of human cancer cell lines, BV-2 microglia and 3T3-L1 preadipocytes. Our results indicate that these four natural products display significant adipogenic ac...
Source: Synthesis - September 14, 2023 Category: Chemistry Authors: Zhao, Ziyang Pan, Ruiying Lv, Qingwei Xie, Xinni Liu, Jun Du, Yuguo Tags: paper Source Type: research
Efficient Syntheses of (S)- and (R)- β-Proline
Synthesis DOI: 10.1055/a-2145-5470 A facile, efficient, and economical synthesis of both β-proline enantiomers starting from trans-4-hydroxy-l-proline is reported. Light-promoted radical Barton decarboxylation and nitrile introduction at C4 followed by hydrolysis gives the desired products in high optical purity. These routes should be of interest to those seeking economical access to β-proline for multiple applications. [...] Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme eJournals: Table of contents | Abstract | Full text (Source: Synthesis)
Source: Synthesis - September 14, 2023 Category: Chemistry Authors: Chandra, Shambhu Deo Fung, Ethan W. F. Perrin, David M. Tags: paper Source Type: research
Synthesis of β-Hydroxyhydrophosphonic Acids from Inorganic Sodium Hypophosphite
Synthesis DOI: 10.1055/a-2133-1963 An efficient approach to access β-hydroxyhydrophosphonic acid derivatives is reported by ring-opening reaction of readily available epoxides with green, inexpensive, and safe inorganic salt sodium hypophosphate as the phosphorus source in the presence of silver trifluoromethanesulfonate as the catalyst. The reaction is achieved under simple operation and exhibits excellent selectivity as well as good functional group compatibility. [...] Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme eJournals: Table of contents | Abstract | Full text (Source: Synthesis)
Source: Synthesis - September 13, 2023 Category: Chemistry Authors: Qian, Dang-Wei Yang, Jin Wang, Gang-Wei Yang, Shang-Dong Tags: feature Source Type: research
Carbon –Carbon Bond Forming Reactions in Diazines via Transition-Metal-Catalyzed C–H Bond Activation
Conclusion [...] Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme eJournals: Table of contents | Abstract | Full text (Source: Synthesis)
Source: Synthesis - September 12, 2023 Category: Chemistry Authors: Gramage-Doria, Rafael Bruneau, Christian Tags: special topic Source Type: research
Recent Progress on Copper-Catalyzed C –C Bond Formation via C(sp2)–H Insertions Using Diazo and Related Compounds
Conclusions and Perspectives [...] Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme eJournals: Table of contents | Abstract | Full text (Source: Synthesis)
Source: Synthesis - September 8, 2023 Category: Chemistry Authors: Bera, Satabdi Jana, Subhenira Samanta, Rajarshi Tags: short review Source Type: research
Rhodium-Catalyzed C –H Activation of 2-Arylquinazolinones and Cyclization with Elemental Sulfur via C–S/S–N Bond Formation to Access 7H-Benzo[4,5]isothiazolo[3,2-b]quinazolinones
Synthesis DOI: 10.1055/a-2147-2620 An efficient method for the synthesis of 7H-benzo[4,5]isothiazolo[3,2-b]quinazolin-7-ones by the reaction of 2-arylquinazolin-4(3H)-ones and elemental sulfur is described. The rhodium-catalyzed C–H activation of 2-arylquinazolinones and cyclization with elemental sulfur via one-step formation of C–S/N–S bonds to give the corresponding 7H-benzo[4,5]isothiazolo[3,2-b]quinazolinones is realized in good to high yields with good functional group tolerance. [...] Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme eJournals: Table of contents | Abstr...
Source: Synthesis - September 7, 2023 Category: Chemistry Authors: Zhang, Xinqin Wu, Qiong Yang, Qin Fu, Yang Peng, Yiyuan Tags: paper Source Type: research
A Concise and Flexible Synthesis of C2 ′-Sulfonylated Quinine Derivatives
Synthesis DOI: 10.1055/a-2135-9037 A concise and flexible procedure for the synthesis of structurally novel C2′-sulfonylated quinine derivatives is developed. Through careful optimization of the reaction conditions, most of the reactions can be performed in high yields at gram or several hundreds of milligram scale. Since cinchona-based derivatives are widely used in asymmetric catalysis, the synthetic route developed herein provides an efficient and practical pathway for the diverse synthesis of new cinchona derivatives as potential chiral ligands or multifunctional organocatalysts. [...] Georg Thieme Verlag KG Rüdiger...
Source: Synthesis - September 7, 2023 Category: Chemistry Authors: Gu, Cheng-Yu Zhou, Jie Tan, Dong-Xing Han, Fu-She Tags: paper Source Type: research
Erratum - Synthesis of N-Propargyl Pyrrolylamides and Theoretical Study of Pyrrolylimide Reduction by NaBH4
Synthesis DOI: 10.1055/s-0040-1720090 Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme eJournals: Table of contents | Full text (Source: Synthesis)
Source: Synthesis - September 7, 2023 Category: Chemistry Authors: Basceken, Sinan Tags: errata Source Type: research
Linked PDF of Table of Contents
Synthesis 2023; 55: VI- DOI: 10.1055/s-0040-1720091 Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme eJournals: Table of contents (Source: Synthesis)
Source: Synthesis - September 7, 2023 Category: Chemistry Tags: table of contents Source Type: research
Editorial
Synthesis 2023; 55: III- DOI: 10.1055/s-0040-1720088 Georg Thieme Verlag KG Rüdigerstraße 14, 70469 Stuttgart, GermanyArticle in Thieme eJournals: Table of contents (Source: Synthesis)
Source: Synthesis - September 7, 2023 Category: Chemistry Tags: Editorial Source Type: research
