Polyfluoroalkanoic Acids as Fluoroalkylating Reagents: Strategy for Direct Access to R_f-Embedded Amides

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Янв. 2, 2025

Herein, we have reported the application of bench stable perfluoroalkanoic acids as fluoro-alkylating reagents in combination with DIB and primary amides for sequential one-pot transformation to R

Язык: Английский

---

Halonium and Chalconium Salt-Catalyzed Schiff Condensation: Kinetics and DFT Insights into Organocatalyst Activity Parameters

Organic & Biomolecular Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

Chalconium and halonium salts catalyze Schiff condensation. Kinetic data DFT calculations show that the catalytic activity correlates with maximum electrostatic potential on σ-holes, whereas other factors are less significant.

Язык: Английский

---

The adsorption/photocatalytic degradation kinetics of oxygen vacancy-enriched ZnO in relation to surface functional groups of cationic/anionic dyes

Chemical Engineering Journal, Год журнала: 2025, Номер unknown, С. 159526 - 159526

Опубликована: Янв. 1, 2025

Язык: Английский

---

Hypervalent Iodine(III)‐Mediated 1,2‐Aryl Migration in 3‐Arylideneindolin‐2‐ones: A Route to 3‐Aryloxindole Derivatives

ChemistrySelect, Год журнала: 2025, Номер 10(3)

Опубликована: Янв. 1, 2025

Abstract A new and effective metal‐free method for synthesizing 3‐aryloxindole derivatives through hypervalent iodine(III)‐mediated 1,2‐aryl migration in 3‐arylideneindolin‐2‐ones is presented this study. The reaction utilizes (diacetoxyiodo)benzene (DIB) methanol to trigger skeletal oxidative rearrangement, resulting the formation of all‐carbon quaternary centers at C3 position oxindoles. This approach provides a mild environmentally friendly alternative traditional metal‐catalyzed processes, offering broad substrate tolerance. Furthermore, valuable synthetic route constructing biologically significant with potential pharmaceutical applications.

Язык: Английский

---

Visible-light-promoted radical cyclisation of unactivated alkenes in benzimidazoles: synthesis of difluoromethyl- and aryldifluoromethyl-substituted polycyclic imidazoles

Beilstein Journal of Organic Chemistry, Год журнала: 2025, Номер 21, С. 234 - 241

Опубликована: Янв. 30, 2025

An efficient and eco-friendly approach for synthesizing difluoromethyl- aryldifluoromethyl-substituted polycyclic imidazoles was established via a visible-light-promoted radical cyclization reaction. This method employed the readily accessible inexpensive CF 2 HCO H or PhCF COOH, along with benzimidazoles bearing unactivated alkenes PhI(OAc) as substrates, proceeded without need of any base, metal catalyst, photocatalyst additive. In total, 24 examples were examined, all them successfully underwent reaction to produce target products in good excellent yields. Mechanistic studies revealed that proceeds pathway.

Язык: Английский

---

Dibenzothiophenium Salts: Practical Alternatives to Hypervalent I(III)-Based Reagents

Accounts of Chemical Research, Год журнала: 2025, Номер unknown

Опубликована: Фев. 2, 2025

ConspectusDuring the past few years, interest among organic synthesis practitioners in use of sulfonium salts has exponentially growth. This can arguably be attributed to a series specific factors: (a) The recent development more direct and efficient protocols for these species, which make reagents wide structural variety easily available multigram scale. (b) recognition that reactivity resembles hypervalent iodine compounds, therefore, they used as effective replacement such species most their applications. (c) Their intrinsic thermal stability tolerance air moisture, clearly surpass I(III)-reagents analogue reactivity, facilitate purification, isolation well-defined storage, safely handling on larger (d) Finally, possibility further functionalize once sulfur-containing platform been incorporated. Specifically, this last synthetic approach is not trivial when working with I(III)-species facilitates access no counterpart I(III) realm.This renewed led improvement already existing transformations well discovery unprecedented ones; particular, by incorporate partners traditional cross-coupling C–H activation steps or combine them modern technologies photocatalysis electrosynthesis. In Account, originally prepared our laboratory will outlined compared I(III)-counterparts. Some are now commercially available, started spread widely across chemistry community, helping speed process identification potentially bioactive products new functionaliced materials. However, challenges still remain. characterized an optimal balance between site-selectivity, showing broader compatibility toward sensitive functional groups need. addition, often makes necessary (sophisticated) catalysts activate latent hidden structures. Although priori one see fact disadvantage, it might actually decisive harvest full potential because surely preparation operational context I(III)-chemistry. If becomes true, may contribute expediting retrosynthetic disconnections that, date, impossible.

Язык: Английский

---

Substrate and Catalyst Cocontrolled Regioselective and Chemo-Switchable Annulation of Unsymmetric Cyclic AryIiodoniums

ACS Catalysis, Год журнала: 2025, Номер unknown, С. 2927 - 2938

Опубликована: Фев. 4, 2025

Cyclic aryliodoniums are widely used as arylative reagents via a ring opening process. Despite the numerous synthetic achievements, precise control of regioselective unsymmetrical cyclic remains fundamental challenge in chemistry. Herein, we report an effective substrate and catalyst cocontrolled chemoselective reclosing with alkynes. Particularly, ortho-installed aryliodonium amido groups palladium catalysts direct switch formation either C–N or C–O bond during annulation. The experiment density functional theory (DFT) study indicate cooperative mode influenced by steric electronic effects substrates catalysts. This method features broad scope, good compatibility, high chemoselectivity, providing divergent tetra-heterocyclic arenes. It further demonstrated practicality this protocol complex derived from series clinical drugs efficiency.

Язык: Английский

---

Advances in Catalytic Enantioselective Transformations Using Diaryliodonium Reagents

ACS Catalysis, Год журнала: 2025, Номер unknown, С. 3096 - 3115

Опубликована: Фев. 5, 2025

Язык: Английский

---

Iodine(III)-Containing Reagents in Photo-Assisted and Photo-Catalyzed Organic Synthesis

Molecules, Год журнала: 2025, Номер 30(4), С. 784 - 784

Опубликована: Фев. 8, 2025

Iodine(III) reagents have become a highly relevant tool in organic synthesis due to their great versatility as strong but green oxidants. Several transformations involving cyclizations well functionalization of different cores been broadly described and reviewed. Herein, the participation these photochemical exclusively by direct irradition or photoredox cycles using some transition metals, will be briefly plausible further that potentially can developed.

Язык: Английский

---

Hypervalent iodine salt as an aryne synthon: An Easy Access to a Tandem Synthesis of 9-Aryldihydrophenanthrenes with Styrenes

Journal of Organometallic Chemistry, Год журнала: 2025, Номер unknown, С. 123576 - 123576

Опубликована: Фев. 1, 2025

Язык: Английский

---