Recent Advancements in Pyrrole Synthesis

Synthesis, Год журнала: 2021, Номер 53(09), С. 1531 - 1555

Опубликована: Март 17, 2021

This review article features selected examples on the synthesis of functionalized pyrroles that were reported between 2014 and 2019. Pyrrole is an important nitrogen-containing aromatic heterocycle can be found in numerous compounds biological material significance. Given its vast importance, pyrrole continues to attractive target for development new synthetic reactions. The contents this are organized by starting materials, which broadly classified into four different types: substrates bearing π-systems, carbonyl other polar groups, heterocyclic motifs. Brief discussions plausible reaction mechanisms most transformations also presented.

Язык: Английский

---

Cyanation with isocyanides: recent advances and perspectives

Chemical Communications, Год журнала: 2024, Номер 60(12), С. 1546 - 1562

Опубликована: Янв. 1, 2024

This review focuses on the cyanation of isocyanides with recent advances and perspectives.

Язык: Английский

---

The clean preparation of multisubstituted pyrroles under metal- and solvent-free conditions

Green Chemistry, Год журнала: 2019, Номер 22(1), С. 118 - 122

Опубликована: Ноя. 29, 2019

A practical method for the clean preparation of multisubstituted pyrroles via an iodine-catalyzed multicomponent reaction under metal- and solvent-free conditions was developed. In gram-scale synthesis, can be easily collected through simple extraction.

Язык: Английский

---

Recent advances in the direct β-C(sp²)–H functionalization of enamides

Organic & Biomolecular Chemistry, Год журнала: 2020, Номер 18(8), С. 1504 - 1521

Опубликована: Янв. 1, 2020

Recent advances in the direct β-C(sp²)–H functionalization of enamides, mainly including arylation, alkenylation, alkynylation, alkylation, acylation, sulfonylation, phosphorylation, and others, are reported.

Язык: Английский

---

Recent Advances in Palladium-Catalyzed Isocyanide Insertions

Molecules, Год журнала: 2020, Номер 25(21), С. 4906 - 4906

Опубликована: Окт. 23, 2020

Isocyanides have long been known as versatile chemical reagents in organic synthesis. Their ambivalent nature also allows them to function a CO-substitute palladium-catalyzed cross couplings. Over the past decades, isocyanides emerged practical and C1 building blocks, whose inherent N-substitution for rapid incorporation of nitrogeneous fragments wide variety products. Recent developments palladium catalyzed isocyanide insertion reactions significantly expanded scope applicability these imidoylative cross-couplings. This review highlights advances made this field over eight years.

Язык: Английский

---

The Construction of Nitrogen‐Containing Heterocycles from Alkynyl Imines

Advanced Synthesis & Catalysis, Год журнала: 2020, Номер 363(4), С. 906 - 923

Опубликована: Дек. 25, 2020

Abstract Nitrogen‐containing heterocycles have attracted considerable attention due to their extensive applications in the fields of organic synthesis, pharmaceuticals, agrochemicals, and materials science. This review focuses on recent advances synthesis nitrogen‐containing via cyclization alkynyl imines. By using this protocol, a variety heterocycles, mainly including four‐, five‐, six‐, seven‐membered aza‐spirocycles, fused aza‐heterocycles, could be obtained efficiently under mild conditions. Additionally, mechanistic features these transformations are also discussed. magnified image

Язык: Английский

---

Ultrasound-assisted tandem synthesis of tri- and tetra-substituted pyrrole-2-carbonitriles from alkenes, TMSCN and N,N-disubstituted formamides

Chinese Chemical Letters, Год журнала: 2020, Номер 31(12), С. 3241 - 3244

Опубликована: Июль 9, 2020

Язык: Английский

---

Annulation of CF₃–Imidoyl Sulfoxonium Ylides with 1,3-Dicarbonyl Compounds: Access to 1,2,3-Trisubstituted 5-Trifluoromethylpyrroles

Organic Letters, Год журнала: 2021, Номер 23(19), С. 7407 - 7411

Опубликована: Сен. 20, 2021

A lithium-bromide-promoted nucleophilic substitution/annulation cascade reaction between CF3-imidoyl sulfoxonium ylides and 1,3-dicarbonyl compounds has been established, the corresponding 1,2,3-trisubstituted 5-trifluoromethylpyrroles have obtained in 27–78% yield. This features a broad substrate scope generates dimethyl sulfoxide H2O as byproducts.

Язык: Английский

---

Triple-Consecutive Isocyanide Insertions with Aldehydes: Synthesis of 4-Cyanooxazoles

Organic Letters, Год журнала: 2023, Номер 25(5), С. 849 - 854

Опубликована: Янв. 27, 2023

An efficient TMSOTf-promoted selective triple consecutive insertions of tert-butyl isocyanide into aldehydes has been developed, affording pharmacological interesting 4-cyanooxazoles in high yields a one pot manner. The given method encompasses wide range substrates with serving as sources critical "CN" and "C–N═C" moieties. versatile transformations the resulting were demonstrated. key reaction intermediates for plausible mechanisms determined.

Язык: Английский

---

Divergent oriented synthesis (DOS) of aza-heterocyclic amides through palladium-catalyzed ketenimination of 2-iodo-N-(propa-1,2-dien-1-yl)anilines

Organic Chemistry Frontiers, Год журнала: 2020, Номер 7(6), С. 890 - 895

Опубликована: Янв. 1, 2020

A palladium-catalyzed tandem reaction of N-(2-iodophenyl)-4-methyl-N-(propa-1,2-dien-1-yl)benzenesulfonamide with isocyanide is described to divergently produce aza-heterocyclic amides.

Язык: Английский

---