Six-membered ring systems: With O and/or S atoms DOI
Clementina M.M. Santos, Artur M. S. Silva

Progress in heterocyclic chemistry, Journal Year: 2024, Volume and Issue: unknown, P. 421 - 484

Published: Jan. 1, 2024

Language: Английский

Rh-Catalyzed and Self-Directed Aromatic C–H Activation of Enaminones to Divergent Alkenylated and Annulated Compounds DOI

Demao Chen,

Jie‐Ping Wan, Yunyun Liu

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 27, 2025

By means of simple Rh catalysis, the direct activation ortho-C-H bond in aryl enaminones has been realized with enaminone structure as a traceless directing fragment. The products resulting from C-H alkenylation and further annulation via intramolecular addition could be accessed depending upon alkenes. annulated used for easy synthesis valuable 2-aza-fluorenones one-pot operation by employing NH4OAc.

Language: Английский

Citations

2
Accessing 7,8-Dihydroquinoline-2,5-diones via Rh-Catalyzed Olefinic C–H Activation/[4+2] Cyclization DOI
Xueqing Liu,

Sijia Shi,

Wenqian Ding

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(24), P. 5136 - 5140

Published: June 7, 2024

Herein, we report a rhodium-catalyzed C–H activation/[4+2] cyclization reaction between α,β-unsaturated amides and iodonium ylides for the synthesis of novel 7,8-dihydroquinoline-2,5-diones analogues. This protocol provides series pyridones fused with saturated cycles good functional group compatibility, water air tolerance, to excellent yields under mild green conditions. Additionally, scale-up can be smoothly performed as low 0.25 mol % catalyst loading. Recycling experiments different transformation were also carried out demonstrate potential synthetic utility this protocol.

Language: Английский

Citations

9
Application of Sulfoxonium Ylides or Iodonium Ylides in Rhodium‐Catalyzed Synthesis of Phenanthrenes DOI
Xiao Liu, Bingxin Zhou, Kelu Yan

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(8), P. 1744 - 1750

Published: Feb. 22, 2024

Abstract The transmetalation triggered rhodium‐catalyzed C−H bond activation and tandem annulation of 2‐biphenylboronic acids with sulfoxonium ylides or iodonium has been developed. Various products phenanthrenes were constructed under redox‐neutral conditions in 34–86% yields. Several mechanism exploration experiments derivatization reactions conducted sequence to gain a deeper understanding the process potential this transformation. It offers an alternative approach for synthesis phenanthrene derivatives.

Language: Английский

Citations

6
Denitrogenative transformations of aryl-fused 1,2,3-triazoles DOI
Fostino R. B. Bokosi, Tasiana Reza, Sinead T. Keaveney

et al.

Advances in heterocyclic chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

Language: Английский

Citations

0
Iridium(III)-Catalyzed Cyclization of Oximes with Iodonium Ylides: Synthesis of Multisubstituted Heterocyclic N-Oxides DOI

N. Aravindan,

Masilamani Jeganmohan

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: May 29, 2025

Iridium(III)-catalyzed regioselective cyclization of substituted oximes with iodonium ylides has been described. This methodology offered multisubstituted heterocyclic N-oxides under mild reaction conditions in a redox-neutral manner. The was also compatible vinyl oximes. Additionally, substrate diversification carried out to illustrate the synthetic application protocol. A possible mechanism involving C-H bond activation proposed as well supported by isolation key five-membered iridacycle intermediate.

Language: Английский

Citations

0
Advances in Metal-Catalyzed Denitrogenative Pathways for N-Heterocycle Synthesis DOI
Deepak Ranjan Mishra, Subhendu Chakroborty,

Lalitha Pottail

et al.

Topics in Catalysis, Journal Year: 2023, Volume and Issue: 67(1-4), P. 246 - 262

Published: Oct. 24, 2023

Language: Английский

Citations

6
Transition-Metal-Catalyzed Directed C–H Bond Functionalization with Iodonium Ylides: A Review of the Last 5 Years DOI Creative Commons

Juting Liao,

Dulin Kong,

Xiaoyang Gao

et al.

Molecules, Journal Year: 2024, Volume and Issue: 29(15), P. 3567 - 3567

Published: July 29, 2024

Transition-metal-catalyzed directed C-H functionalization with various carbene precursors has been widely employed for constructing a wide range of complex and diverse active molecules through metal migratory insertion processes. Among precursors, iodonium ylides serve as novel emerging precursor features including easy accessibility, thermal stability high activity, which have attracted great attention from organic chemists achieved tremendous success in transformation. In this review, recent progress on the application multifunctional coupling characteristics bond activation reactions is summarized, potential discussed.

Language: Английский

Citations

2
Synthesis of 1H-Isochromenes via Iridium-Catalyzed Cascade C–H Activation/Annulation of Pyridotriazoles at Room Temperature DOI

Guanghui Lv,

Lin Zheng, Cuimei Zhang

et al.

Organometallics, Journal Year: 2023, Volume and Issue: 42(16), P. 2228 - 2237

Published: Aug. 7, 2023

An efficient iridium-catalyzed C–H activation/annulation reaction utilizing pyridotriazole as the traceless bifunctional directing group and carbene precursor to form 1H-isochromenes was described. This proceeded smoothly under an additive-free condition at room temperature, which is compatible with a wide range of functional groups in high yields.

Language: Английский

Citations

4
Access to Amides and Lactams via Pyridotriazole as a Transformable Directing Group DOI
Yuting Chen, Zhiyang Li,

Yanning Xu

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(22), P. 15597 - 15607

Published: Nov. 2, 2023

Amide and lactam frameworks were synthesized via an efficient two-step strategy. In this protocol, pyridotriazoles first treated with isocyanates to form the corresponding amides, which found be sufficiently reactive undergo subsequent intramolecular N-H insertion in absence of any additional reagents or catalysts.

Language: Английский

Citations

4
Rhodium‐Catalyzed Regioselective C—O and C—C Bonds Formation of 3‐Oxopent‐4‐enenitriles with Alkynes for the Synthesis of Polysubstituted 2H‐Pyrans DOI
Kelu Yan, Xiao Liu, Jiangwei Wen

et al.

Chinese Journal of Chemistry, Journal Year: 2024, Volume and Issue: 42(17), P. 1986 - 1992

Published: April 25, 2024

Comprehensive Summary The rhodium‐catalyzed C—H bond activation and cyclization of 3‐oxopent‐4‐enenitriles with alkynes proceed efficiently. Various 2 H ‐pyrans multiple substituents are achieved in good yields through regioselective formation C—O C—C bonds. Transformations involving hydroxy‐alkynoates resulted products a furo[3,4‐ b ]pyran skeleton via further intramolecular ester exchange processes. Different from the traditional “1‐oxatrienes pathway”, this method for synthesis useful possesses certain highlights terms readily available substrates, stable easily derivatized products, gentle convenient operation process, step atom economy.

Language: Английский

Citations

1