Recent advances in organic synthesis applying elemental selenium

Tetrahedron, Journal Year: 2022, Volume and Issue: 112, P. 132752 - 132752

Published: March 31, 2022

Language: Английский

---

Metal-free synthesis of indolo[2,3-b]indoles through aerobic cascade dehydrogenative aromatization/oxidative annulation

Green Synthesis and Catalysis, Journal Year: 2021, Volume and Issue: 2(1), P. 78 - 81

Published: Jan. 22, 2021

A convenient method for the rapid construction of indolo[2,3-b]indoles has been developed. This cascade reaction involving condensation, dehydroaromatization, and oxidative annulation was achieved in a one-pot TMSI/DMSO system, providing diversity functionalized satisfactory yields under facile metal-free conditions. The present protocol provides straightforward approach to access structurally valuable indolo[2,3-b], indoles.

Language: Английский

---

Three-Component Synthesis of 2-Substituted Quinolines and Benzo[f]quinolines Using Tertiary Amines as the Vinyl Source

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(5), P. 2952 - 2960

Published: Feb. 20, 2023

A metal-free method for the construction of 2-substituted quinolines and benzo[f]quinolines from aromatic amines, aldehydes, tertiary amines has been demonstrated. Cheap readily available acted as vinyl source. new pyridine ring was selectively formed via [4 + 2] condensation that promoted by ammonium salt under neutral conditions an oxygen atmosphere. This strategy provided a route preparation various quinoline derivatives with different substituents at ring, which provides possibility further modification.

Language: Английский

---

Polycarbazole and its derivatives: progress, synthesis, and applications

Journal of Polymer Research, Journal Year: 2020, Volume and Issue: 27(9)

Published: Aug. 27, 2020

Language: Английский

---

Splitting Methyl Ketones into Two Parts: Synthesis of 4(3H)-Quinazolinones via Consecutive Cyclization/Ring-Opening Reaction

Organic Letters, Journal Year: 2020, Volume and Issue: 22(18), P. 7103 - 7107

Published: Sept. 2, 2020

The first synthesis of arylquinazolinones has been disclosed via the consecutive oxidative cyclization/ring-opening anilines and methyl ketones. This transformation is characterized by splitting ketone as acyl C1 sources through C(CO)–C(sp3) bond cleavage, using DMSO a source C–S which expands use ketones valuable building blocks enriches library preparation quinazolinones. Moreover, preliminary mechanistic studies indicate that this multicomponent reaction underwent sequence.

Language: Английский

---

Recent Advances in the Synthesis of Selenophenes and Their Derivatives

Molecules, Journal Year: 2020, Volume and Issue: 25(24), P. 5907 - 5907

Published: Dec. 13, 2020

The selenophene derivatives are an important class of selenium-based heterocyclics. These compounds play role in prospecting new drugs, as well the development light-emitting materials. During last years, several methods have been emerging to access scaffold, employing a diversity cyclization-based synthetic strategies, involving specific reaction partners and particularities. This review presents comprehensive discussion on recent advances synthesis selenophene-based compounds, starting from different precursors, highlighting main differences, advantages, limitations among them.

Language: Английский

---

Iron-catalyzed indolo[2,3-c]quinoline synthesis from nitroarenes and benzylic alcohols/aldehydes promoted by elemental sulfur

Green Synthesis and Catalysis, Journal Year: 2021, Volume and Issue: 3(1), P. 95 - 101

Published: Nov. 27, 2021

An iron-catalyzed strategy for the rapid synthesis of indolo[2,3-c]quinolines has been developed. This cascade reaction involving alcohol oxidation, nitro reduction, and oxidative annulation was achieved in a one-pot. The present protocol started from mono-functionalized indoles readily available benzylic alcohols/aldehydes, affording variety functionalized satisfactory yields.

Language: Английский

---

CuBr₂-Catalyzed Annulation of 2-Bromo-N-Arylbenzimidamide with Se/S₈ Powder for the Synthesis of Benzo[d]isoselenazole and Benzo[d]isothiazole

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(4), P. 1963 - 1976

Published: Jan. 31, 2023

A CuBr2-catalyzed annulation of 2-bromo-N-arylbenzimidamide with selenium/sulfur powder for the synthesis benzo[d]isoselenazole and benzo[d]isothiazole in generally good yields was investigated. This synthetic strategy features substrate scope functional group tolerance. Furthermore, corresponding products could be converted into N-aryl indoles via rhodiumIII-catalyzed ortho C-H activation N-phenyl ring, providing an efficient approach axial aromatic molecules.

Language: Английский

---

Modular Synthesis of Tetrasubstituted Pyrroles through a Four-Component Cyclization Strategy Using Ammonium Salt as the Nitrogen Source

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(3), P. 1533 - 1544

Published: Jan. 19, 2023

A four-component synthesis of tetrasubstituted pyrroles was developed under metal-free conditions. The pyrrole ring formed in one pot through [2 + 1 1] condensation using ammonium salt as the nitrogen source. In this strategy, 1,4-naphthoquinones and maleimides were used versatile C2 fragments to provide substituted benzo[f]isoindole-4,9-diones pyrrolo[3,4-c]pyrrole-1,3-diones, respectively. This work is highlighted by source, readily available starting materials multibond formation (two C–C two C–N bonds) a single operation.

Language: Английский

---

Metal‐Free Three‐Component Selenopheno[2,3‐b]indole Formation through Double C−H Selenylation with Selenium Powder

Advanced Synthesis & Catalysis, Journal Year: 2019, Volume and Issue: 361(23), P. 5351 - 5356

Published: Oct. 21, 2019

Abstract A facile metal‐free entry to novel selenopheno[2,3‐ b ]indole motif is described. The three‐component assembly of indoles, aromatic ketones, and selenium powder enabled by the IBr‐promoted highly selective double C–H selenylation/annulation. This protocol provides a access diverse variety ]indoles with good efficacy broad functional group compatibility. magnified image

Language: Английский

---