Silver‐Catalyzed and Silver‐Promoted Reactions of Isocyanides

European Journal of Organic Chemistry, Год журнала: 2023, Номер 26(23)

Опубликована: Май 5, 2023

Abstract In recent years, the silver‐catalyzed and silver‐promoted isocyanide reactions have attracted much attention, due to its efficiency in formation of diverse new bonds good reaction selectivity. A series highly useful linear or cyclic compounds been constructed. this review, progress field is described sequence synthesis five‐membered heterocyclic compounds, six‐membered fused as well nitrogen‐containing compounds.

Язык: Английский

---

AgOTf/Et₃N Cooperative Catalysis Enabled One‐Pot Access to α‐(Indolizinylethyl)‐Substituted N‐Sulfonyl Ketimines via an Imino‐Alkyne Cyclization

Asian Journal of Organic Chemistry, Год журнала: 2022, Номер 11(12)

Опубликована: Ноя. 1, 2022

Abstract The β‐Csp 3 −H functionalization of N‐sulfonyl ketimines with 2‐(2‐enynl)pyridines/quinolines via a cooperative Ag(I)‐/organobase‐catalyzed 5‐ endo‐dig cyclization‐addition reaction is reported. This successive C−N/C−C bond‐making provides simple and atom‐economical technique for granting diverse set 1,3‐disubstituted indolizines/pyrrolo[1,2‐ ]quinolines possessing synthetically resourceful ketimine moiety. Moreover, our designed strategy applies to broad substrates allows various functionalities. Furthermore, this has many imperative synthetic points such as mild conditions, low catalyst loading, acceptable chemical yields highly diastereoselective (up ≤93 : 7 dr). moiety indolizine was easily transmuted into the reputed classes coumarin benzofuran derivatives.

Язык: Английский

---

Synthetic Approaches for Annulated Quinolines at Face a

Polycyclic aromatic compounds, Год журнала: 2023, Номер 44(4), С. 2863 - 2886

Опубликована: Июнь 21, 2023

The essential focus of the present review is to collect synthetic methods for quinolines fused heterocycles at face a. A diversity a was efficiently synthesized by several under different reaction conditions. current covers reactions developed synthesis annulated

Язык: Английский

---

Copper-Catalyzed Oxidative [3 + 2] Cycloaddition of N-Alkyl Pyridinium Salts to Imidazo[1,2-a]pyridines

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(17), С. 12244 - 12250

Опубликована: Авг. 22, 2023

A copper-catalyzed reaction of pyridinium salts and trimethylsilyl cyanide (TMSCN) in the presence diethyl phosphite is developed. This reaction, which allows single-step construction biologically important 2-cyanoimidazo[1,2-a]pyridine from readily available starting materials, realized for first time feasible at gram scale. The scope protocol demonstrated with 27 examples. consecutive double cyanation cyclization can be achieved this one-pot process. TMSCN plays a dual role not only as "CN" source but also coupling partner imidazo[1,2-a]pyridines.

Язык: Английский

---

Recent advances in the synthesis of pyrrolo[1,2-a]quinolines

Chemistry of Heterocyclic Compounds, Год журнала: 2023, Номер 59(11-12), С. 723 - 729

Опубликована: Дек. 1, 2023

Язык: Английский

---

Recent Advances in the Development of Indolizine Scaffolds: Synthetic Methodology and Mechanistic Insights

Chinese Journal of Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 20, 2024

Comprehensive Summary Indolizine is a nitrogen‐containing heterocycle with strong aromaticity, possessing delocalized 10π‐electron system. Based on the indolizine scaffolds, numerous molecules biological activity and organic functional materials have been synthesized. Since 2016, over 110 papers published synthesis of but reviews synthesizing scaffolds incomplete not up‐to‐date. Herein, from perspective structure combination pyrrole pyridine ring, we focus construction through diversity starting substrates, including derivatives (N1‐substituted pyridinium salt derivatives, C2‐substituted N1‐ C2‐free substituted derivatives), unoriginal ring substrates. Furthermore, corresponding reaction mechanisms synthetic methodologies are also elaborated. Therefore, this review only paves way for provides insight into exploring new modes constructing heterocycles. Key Scientists was discovered by Angeli in 1890 first prepared Scholtz 1912 α‐picoline acetic anhydride. A general approach developed Chichibabin 1927, that practical value preparation 2‐alkyl‐ or 2‐arylindolizines. The closure quaternary halides. At begining 21st century, Basavaiah introduced dimension Baylis‐Hillman chemistry leading to novel facile convenient methodology one‐pot operation. In 2010, Barluenga reported Cu(I)‐catalyzed regioselective [3+2] cyclization unsubstituted pyridines toward alkenyldiazoacetates functionalized successful example metal‐catalyzed π‐deficient heterocyclic system alkenyldiazo compounds. 2019 2022, Xi Liu exploited methods non‐pyridine as synthesize indolizines, respectively. Guo an environmentally benign electrooxidative formyl‐ acyl‐substituted indolizines.

Язык: Английский

---

Synthesis of pyrimidine-fused skeletons through copper-catalyzed consecutive Sonogashira coupling and aminocyclization

Organic & Biomolecular Chemistry, Год журнала: 2023, Номер 21(39), С. 7886 - 7890

Опубликована: Янв. 1, 2023

A copper-catalyzed sequential Sonogashira coupling reaction and 5- exo-dig aminocyclization between a terminal alkyne 2-(2-bromophenyl)pyrimidine analog is introduced.

Язык: Английский

---

The cyclization and functionalization reactions involving N-phenacylpyridinium salts

Chemical Papers, Год журнала: 2024, Номер 78(12), С. 6821 - 6841

Опубликована: Июль 7, 2024

Язык: Английский

---

Access to Carbonyl Azides via Iodine(III)-Mediated Cross-Coupling

Organic Letters, Год журнала: 2024, Номер 26(43), С. 9215 - 9220

Опубликована: Окт. 17, 2024

Herein, we present a prominent metal-free C-N cross-coupling platform that enables access to carbamoyl- and ketoazides from isocyanides or silyl enol ethers trimethylsilyl azide (TMSN

Язык: Английский

---

Copper-Catalyzed Synthesis of Benzofuropyrimidoisoindole Derivatives

Chinese Journal of Organic Chemistry, Год журнала: 2024, Номер 44(11), С. 3427 - 3427

Опубликована: Янв. 1, 2024

Язык: Английский

---