BiX3-Mediated Hydrohalogenations of HDDA Benzynes: An Approach to Polycyclic Aryl Halides DOI

Siddique Khan,

Beeraiah Baire

Organic Letters, Год журнала: 2024, Номер unknown

Опубликована: Сен. 18, 2024

Here we demonstrate the hydrohalogenation reactions of HDDA benzynes promoted by BiX

Язык: Английский

Charge Makes a Difference: Molecular Ionic Bismuth Compounds DOI Creative Commons
Johanna Heine, Benjamin Peerless, Stefanie Dehnen

и другие.

Angewandte Chemie, Год журнала: 2023, Номер 135(24)

Опубликована: Фев. 27, 2023

Abstract Key challenges in modern synthetic chemistry include the design of reliable, selective, and more sustainable methods, as well development promising candidates for new materials. Molecular bismuth compounds offer valuable opportunities they show an intriguing spectrum properties that is yet to be fully exploited: a soft character, rich coordination chemistry, availability broad variety oxidation states (at least +V −I) formal charges +3 −3) at Bi atoms, reversible switching between multiple states. All this paired with status non‐precious (semi−)metal good tendency towards low toxicity. Recent findings some these only come into reach, or can substantially optimized, when charged are specifically addressed. In review, essential contributions synthesis, analyses, utilization ionic highlighted.

Язык: Английский

Процитировано

7

BiCl3-catalyzed green synthesis of 4-hydroxy-2-quinolone analogues under microwave irradiation DOI Creative Commons
Yousra Ouafa Bouone, Abdeslem Bouzina,

Rayene Sayad

и другие.

RSC Advances, Год журнала: 2023, Номер 13(40), С. 28030 - 28041

Опубликована: Янв. 1, 2023

Traditional chemical synthesis, which involves the use of dangerous protocols, hazardous solvents, and toxic products catalysts, is considered environmentally inappropriate harmful to human health. Bearing in mind its numerous drawbacks, it has become crucial substitute conventional chemistry with green safer, more ecofriendly effective terms time selectivity. Elaborating synthetic protocols producing interesting new compounds using both microwave heating heterogeneous non-toxic catalysts acknowledged as a approach that avoids many classical chemistry-related problems. In current study, β-enaminones were used precursors synthesis modified 4-hydroxy-2-quinolone analogues. The was monitored benign way under irradiation catalyzed by bismuth chloride III an amount 20 mol%. This method privileged non-corrosive, non-toxic, low-cost available Lewis acid catalyst made respectful demands chemistry. synthesized obtained moderate good yields (51-71%) characterized 1H, 13C NMR, IR spectroscopy well elemental analysis. Compound 5i subjected complete structural elucidation X-ray diffraction method, results show obtention enolic tautomeric form.

Язык: Английский

Процитировано

7

Divergent access to polycyclic spiro- and fused-N,O-ketals through Bi(OTf)3-catalyzed [4+2]-annulation of cyclic N-sulfonyl ketimines and alkynols DOI
Ashwini K. Nakate, Priyanka Kataria,

Pooja I. Sambherao

и другие.

Chemical Communications, Год журнала: 2024, Номер 60(9), С. 1144 - 1147

Опубликована: Янв. 1, 2024

Bismuth( iii ) triflate-catalyzed [4+2]-annulation of cyclic N -sulfonyl ketimines (derived from saccharin) and alkynyl alcohols (4-pentyn-1-ols 5-hexyn-1-ols) has been reported.

Язык: Английский

Процитировано

2

Non-Isocyanate Synthesis of Aliphatic Polyurethane by BiCl3-Catalyzed Transurethanization Polycondensation DOI Open Access
Bungo Ochiai, Yuriko Kobayashi

Polymers, Год журнала: 2024, Номер 16(8), С. 1136 - 1136

Опубликована: Апрель 18, 2024

Non-isocyanate polyurethane synthesis by non-Sn catalysis is an essential challenge toward green synthesis. Bismuth compounds are attractive candidates due to their low cost, toxicity, and availability urethane chemistry. This work applied various Bi catalysts the self-polycondensation of a bishydroxyurethane monomer found BiCl3 be excellent catalyst through optimization. The catalytic activity price comparable those Bu2SnO, while its toxicity significantly low. is, therefore, promising alternative Sn-based in non-isocyanate

Язык: Английский

Процитировано

2

Synthesis of bismuthanyl-substituted monomeric triel hydrides DOI Creative Commons

Robert Szlosek,

Christian Marquardt,

Oliver Hegen

и другие.

Chemical Science, Год журнала: 2024, Номер 15(36), С. 14837 - 14843

Опубликована: Янв. 1, 2024

The syntheses of first, extremely sensitive donor-stabilized monomeric bismuthanylboranes D·BH 2 Bi(SiMe 3 ) (D = NHC, DMAP) and the bismuthanylgallane IDipp·GaH are presented representing unique element combinations bismuth triels.

Язык: Английский

Процитировано

2

Selective production of imines and benzimidazoles by cooperative bismuth(III)/transition metal ion catalysis DOI Creative Commons
Marianna Kocsis, Márton Szabados, Sándor B. Ötvös

и другие.

Journal of Catalysis, Год журнала: 2022, Номер 414, С. 163 - 178

Опубликована: Сен. 14, 2022

Cooperative Bi(III)/Co(II) and Bi(III)/Mn(II) heterogeneous catalysts have been developed enabling efficient oxidative annulations for preparing both cross-coupled imines benzimidazoles under ambient conditions in an atom-economic time-efficient manner, involving air as oxidant without the need of any other additives. This is first synergistic Lewis acid/transition metal catalyzed annulation which potentiated by interfaces between building blocks catalysts. To achieve our goals, a useful fabrication process has to heterogenize transition ions via strong interactions on well-known Sillèn-type bismuth subcarbonate (bismutite). Their reusability, activity selectivity well water-tolerance made them potential competitors effective heterogeneous/homogeneous reported previously.

Язык: Английский

Процитировано

8

Synthesis of 1‐Aryl Isoquinolinones or o‐Diaryl Pyrimidines via Bismuth Triflate‐Mediated Intermolecular Annulation of Arylacetic Acids with Nitroarylaldehydes or Trimethoxybenzene in the Presence of Acetonitrile DOI
Meng‐Yang Chang,

Chun‐Yi Lin,

Shin‐Mei Chen

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2022, Номер 364(15), С. 2629 - 2641

Опубликована: Июнь 29, 2022

Abstract In this article, bismuth triflate (Bi(OTf) 3 )‐controlled intermolecular multi‐component condensation of oxygenated arylacetic acids with electron‐withdrawing nitroarylaldehydes or electron‐donating trimethoxybenzene provide 1‐aryl isoquinolinones o ‐diaryl pyrimidines in acetonitrile at 60 °C. The uses various metal triflates and reaction conditions are investigated the one‐pot reaction. Only water is generated as byproduct via (4C+1C+1N) (2C+1N1C+1N1C) annulation routes. Plausible mechanisms have been proposed. magnified image

Язык: Английский

Процитировано

5

On structural factors determining the nature of the fluorescent properties of OIHMs based on 8-hydroxyquinoline DOI
Marta Bogdan, Tomasz Sierański, Marcin Świątkowski

и другие.

CrystEngComm, Год журнала: 2023, Номер 25(13), С. 1993 - 2002

Опубликована: Янв. 1, 2023

The impact of supramolecular factors on the fluorescence 8-hydroxyquinoline hybrid materials has been explored through structural and computational analysis.

Язык: Английский

Процитировано

2

Bismuth (III) Triflate Catalyzed Multicomponent Synthesis of 2,4,5-Trisubstituted Imidazoles DOI Open Access

Sophie C. Thorp,

Sebastian T. Chisari,

Rem Quintin V. David

и другие.

Green and Sustainable Chemistry, Год журнала: 2023, Номер 13(03), С. 209 - 215

Опубликована: Янв. 1, 2023

Substituted imidazoles are of interest because their useful biological activities. While several methods have been developed for the synthesis such compounds, some reported utilize corrosive or toxic catalysts. We report a bismuth (III) triflate catalyzed multicomponent 2,4,5-trisubstituted imidazoles. Bismuth compounds attractive from green chemistry perspective they remarkably non-toxic and non-corrosive. Multicomponent syntheses save time generate less waste.

Язык: Английский

Процитировано

2

Bismuth‐Catalyzed Amide Reduction DOI Creative Commons

Xiuxiu Yang,

Jennifer Kuziola, Vanessa A. Béland

и другие.

Angewandte Chemie, Год журнала: 2023, Номер 135(32)

Опубликована: Июнь 7, 2023

Abstract In this article we report that a cationic version of Akiba's Bi III complex catalyzes the reduction amides to amines using silane as hydride donor. The catalytic system features low catalyst loadings and mild conditions, en route secondary tertiary aryl‐ alkylamines. tolerates functional groups such alkene, ester, nitrile, furan thiophene. Kinetic studies on reaction mechanism result in identification network with an important product inhibition is agreement experimental profiles.

Язык: Английский

Процитировано

1