Photoinduced Catalyst-Free Deuterodefunctionalization of Aryltriazenes with CDCl₃

Organic Letters, Год журнала: 2024, Номер 26(20), С. 4329 - 4334

Опубликована: Май 14, 2024

A photoinduced deuterodetriazenation of aryltriazenes with CDCl3 under catalyst-free conditions is reported. The reactions featured simple operation, ecofriendly conditions, readily available reagents, inexpensive D sources, precise site selectivity, and a wide range substrates. Since could be synthesized from arylamine, this protocol can used as general method for easily accurately incorporating deuterium into aromatic systems by using source.

Язык: Английский

---

Electron Donor‐Acceptor (EDA) Complex Enabled C−C Cross‐Coupling Reactions of α‐Amino Radicals

Asian Journal of Organic Chemistry, Год журнала: 2024, Номер 13(6)

Опубликована: Апрель 18, 2024

Abstract Electron‐donor acceptor (EDA) complex has been an integral part of visible‐light photocatalysis and is different from the traditional photoredox catalysis, which requires exogenous photocatalyst, typically a colored compound to initiate photocatalytic cycle. Interestingly, EDA‐complex photochemistry found profound use in activating inert α‐C−H bonds amines. The strategy relied upon formation between donor (amine) (Lewis acid), harvesting light energy perform SET process generate radical cation anion intermediates. then loses activated acidic proton (because SET, acidity α‐proton increases by lowering BDE) form α‐amino radical, participates various C−C coupling cascades. In this review, conceptual approaches for generation radicals their bond‐forming reaction under triggered will be discussed with particular emphasis on mechanism 2018 onwards.

Язык: Английский

---

Photo-Driven Regiodivergent Arylation/Cyclization and Arylation/Hydroxylation of N-Aryl Methacrylamides with Aryltriazenes: Access to Functionalized 3,3-Disubstituted Oxindoles and α-Hydroxylamides

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(18), С. 13345 - 13358

Опубликована: Авг. 21, 2024

A metal-free, light-induced regiodivergent functionalization of α,β-unsaturated amides with aryltriazenes under ambient conditions was developed. The visible light and B(C

Язык: Английский

---

Electron Donor-Acceptor (EDA) Complex-Driven Activation of N-α C—H Bonds

Chinese Journal of Organic Chemistry, Год журнала: 2025, Номер 45(2), С. 559 - 559

Опубликована: Янв. 1, 2025

Язык: Английский

---

Bifunctional Ionic Liquids Induced Electrochemical C–H Arylation of Quinoxalin(on)es with Aryltriazenes

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Май 15, 2025

An efficient bifunctional ionic-liquid-induced electrochemical C-H arylation of quinoxalin(on)es with aryltriazenes has been developed. The reaction utilizes as stable reagents and ionic liquids promoter electrolyte. Various arylated quinoxalin-2(1H)-ones, quinoxaline 2-methyldibenzo[f,h]quinoxaline were assembled in modest to excellent yields under mild, metal- oxidant-free conditions. developed protocol features simple operation, good functional group tolerance, selectivity, product derivatization, practical gram-scale synthesis batch continuous-flow processes.

Язык: Английский

---

Highly Efficient Palladium‐Catalyzed Suzuki Coupling of N‐Tosyl Aryltriazenes with Diarylborons for Access to Biaryls

ChemistrySelect, Год журнала: 2024, Номер 9(21)

Опубликована: Июнь 3, 2024

Abstract A highly efficient Suzuki coupling of N‐tosyl aryltriazenes with diarylborinic acids or potassium diaryldifluoroborinates is reported under weak basic conditions in aqueous DME dioxane, respectively. The shelf‐stable and easy‐to‐stoichiometry displayed reactivities comparable to the corresponding acids. Scope limitations protocol have been investigated, showing large electronic steric effects from aryltriazenes. Utility activated provides a cost‐effective operationally practical access biaryls anilines.

Язык: Английский

---

Study on the Light Promoted One-Pot Three Component Aminoarylation Reaction of 1,4-Naphthoquinone

Chinese Journal of Organic Chemistry, Год журнала: 2024, Номер 44(11), С. 3375 - 3375

Опубликована: Янв. 1, 2024

Язык: Английский

---