Six-membered ring systems: pyridines and benzo derivatives DOI

Jeanese C. Badenock

Progress in heterocyclic chemistry, Journal Year: 2021, Volume and Issue: unknown, P. 341 - 379

Published: Jan. 1, 2021

Language: Английский

Sulfoximines-Assisted Rh(III)-Catalyzed C–H Activation and Intramolecular Annulation for the Synthesis of Fused Isochromeno-1,2-Benzothiazines Scaffolds under Room Temperature DOI Creative Commons

Bao Wang,

Xu Han, Jian Li

et al.

Molecules, Journal Year: 2020, Volume and Issue: 25(11), P. 2515 - 2515

Published: May 28, 2020

A mild and facile Cp*Rh(III)-catalyzed C–H activation intramolecular cascade annulation protocol has been proposed for the furnishing of highly fused isochromeno-1,2-benzothiazines scaffolds using S-phenylsulfoximides 4-diazoisochroman-3-imine as substrates under room temperature. This method features diverse substituents functional groups tolerance relatively reaction conditions with moderate to excellent yields. Additionally, retentive configuration sulfoximides in conversion verified.

Language: Английский

Citations

17
Rhodium‐Catalyzed C−H Activation/Annulation Cascade of Aryl Oximes and Propargyl Alcohols to Isoquinoline N‐Oxides DOI
Yuan Li,

Feifei Fang,

Jianhui Zhou

et al.

Advanced Synthesis & Catalysis, Journal Year: 2021, Volume and Issue: 363(13), P. 3305 - 3310

Published: April 30, 2021

Abstract A β ‐hydroxy elimination instead of common oxidization to carbonyl group in secondary propargyl alcohols was successfully developed form 2‐benzyl substituted isoquinoline N ‐oxides by a Rhodium‐catalyzed C−H activation and annulation cascade, which moderate excellent yields (up 92%) could be obtained under mild reaction conditions, along with good regioselectivity, broad generality applicability. magnified image

Language: Английский

Citations

15
Recent Advances in the Synthesis of 5‐MemberedN‐Heterocycles via Rhodium Catalysed Cascade Reactions DOI
Deepak Ranjan Mishra, Bhabani Shankar Panda, Sabita Nayak

et al.

ChemistrySelect, Journal Year: 2022, Volume and Issue: 7(22)

Published: June 9, 2022

Abstract Five membered N ‐heterocycles are significant targets in organic synthesis because of their ubiquitous existence bioactive natural products and pharmaceuticals. Over the past decade a compelling attractiveness has grown to develop rhodium complex catalysed efficient atom‐economic chemistry access structurally diverse ‐heterocyclic frameworks. This present review enlightens notable progresses advances 5‐membered via cascade reactions (annulations, C−H/C−C activation, cycloaddition, rearrangement, cyclization, metathesis) from 2018–2021.

Language: Английский

Citations

10
A Rh(iii)-catalyzed C–H activation/regiospecific annulation cascade of benzoic acids with propargyl acetates to unusual 3-alkylidene-isochromanones DOI
Jiyuan Li,

Feifei Fang,

Run Wang

et al.

Organic Chemistry Frontiers, Journal Year: 2021, Volume and Issue: 8(14), P. 3876 - 3882

Published: Jan. 1, 2021

We developed a new approach to synthesize isochromanones with benzoic acids and propargyl acetates, which introducing an unusual exocyclic C–C double bond at the 3-position high regioselectivity moderate excellent yields.

Language: Английский

Citations

13
Ortho‐Functionalization of Benzimidates and Benzamidines DOI

Gongutri Borah,

Binoyargha Dam, Bhisma K. Patel

et al.

ChemistrySelect, Journal Year: 2022, Volume and Issue: 7(12)

Published: March 23, 2022

Abstract In recent years, benzimidates and benzamidines have received tremendous importance as starting materials owing to their electronic properties high reactivity. Their application directing groups for constructing biologically active molecules has been a hot topic of discussion. Because the presence nucleophilic nitrogen in both these moieties, they can easily provide co‐ordinating site catalysts form metallocyclic complexes which activate inert Csp 2 −H bond thereby producing desired N‐ heterocycles. this review, we summarized developments ortho ‐functionalization using several coupling partners. Reaction mechanisms protocols, substrate versatility limitations those procedures along with uses also addressed.

Language: Английский

Citations

8
Synthesis of Indene[1,2-c]isoquinoline-11-one by Rhodium-catalyzed Benzimide-directed C—H Activation DOI
Jiaxin Huang, Min Liu, Hui Xu

et al.

Acta Chimica Sinica, Journal Year: 2024, Volume and Issue: 82(6), P. 565 - 565

Published: Jan. 1, 2024

Language: Английский

Citations

1
New pyrano-pyridine conjugates as potential anticancer agents: design, synthesis and computational studies DOI
Aladdin M. Srour, Eman S. Nossier, Najla Altwaijry

et al.

Future Medicinal Chemistry, Journal Year: 2024, Volume and Issue: 16(24), P. 2567 - 2582

Published: Nov. 24, 2024

New pyrano[3,2-c]pyridine 4a-h, 5-8 and pyrano[2,3-d]pyrimidin 9a,b series were designed chemically synthesized.

Language: Английский

Citations

1
A Ru(ii)-catalyzed C–H activation and annulation cascade for the construction of highly coumarin-fused benzo[a]quinolizin-4-ones and pyridin-2-ones DOI Creative Commons
Jing Wang, Xiaoxue Zhang, Jianhui Zhou

et al.

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(11), P. 2680 - 2687

Published: Jan. 1, 2023

A reaction involving a Ru( ii )-catalyzed C–H activation and annulation cascade was successfully established for constructing coumarin-fused benzo[ ]quinolizin-4-ones pyridin-2-ones.

Language: Английский

Citations

3
Rh(III)-Catalyzed Reaction of 4-Diazoisochroman-3-imines with (2-Formylaryl)boronic Acids To Access a Straightforward Construction of 5H-Isochromeno[3,4-c]isoquinolines DOI
Yingxiao Wang, Ming‐Hui Qi, Ping Lü

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(19), P. 13544 - 13552

Published: Sept. 12, 2023

An Rh(III)-catalyzed one-pot synthesis of 5H-isochromeno[3,4-c]isoquinolines from readily available 4-diazoisochroman-3-imines and (2-formylphenyl)boronic acids is reported. The cascade annulation involves a cross-coupling an intramolecular nucleophilic addition–elimination process. A series biologically important were obtained in good to excellent yields. method can be extended synthesize 7H-isochromeno[3,4-b]thieno[3,2-d]pyridines 7H-isochromeno[3,4-b]thieno[2,3-d]pyridines the corresponding heteroaryl boronic acids.

Language: Английский

Citations

2
Isoselenazole Synthesis by Rh-Catalyzed Direct Annulation of Benzimidates with Sodium Selenite DOI Creative Commons
Qing‐Feng Xu‐Xu, Yuji Nishii, Masahiro Miura

et al.

Chemistry, Journal Year: 2023, Volume and Issue: 5(4), P. 2068 - 2074

Published: Sept. 23, 2023

Organoselenium compounds have attracted significant research interest because of their potent therapeutic activities and indispensable applications in the organic chemistry field. The selenation reactions conventionally rely on use sensitive Se reagents; thus, new synthetic methods with improved efficiency operational simplicity recently been particular interest. In this manuscript, we report a Rh-catalyzed direct selenium annulation using tractable sodium selenite (Na2SeO3) as limiting reagent. species was converted to highly electrophilic SeO(OBz)2 situ upon treatment Bz2O, thereby undergoing C–H/N–H double nucleophilic selenation. A series benzimidates successfully underwent under mild reaction conditions afford isoselenazole derivatives.

Language: Английский

Citations

1