Mechanistic insights into rhodium-catalyzed C−H activation and annulation using vinyl acetate to access cinnolines and cinnolin-4(1H)-ones DOI
Yuqin Wang,

Yiling Zeng,

Ya-Nan Tian

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 13, 2024

Rh( iii )-catalyzed C–H activation and annulation of N -aryl cyclic hydrazides with vinyl acetate to build cinnolines cinnolin-4(1 H )-ones have been reported.

Language: Английский

Rhodium(III)-Catalyzed Sequential Cyclization of Enaminones with 1,3-Dienes via C–H Activation for the Synthesis of Fluorenones DOI
Lei Gao, Min Wang,

Hongwei Ren

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 19, 2024

An efficient method for construction of various fluorenones has been achieved via Rh(III)-catalyzed C–H activation/[4 + 2] annulation/aromatization sequences simple and readily available enaminones 1,3-dienes. This protocol showed good substrate compatibility as an array structurally electronically diverse prepared efficiently in moderate to yields preparative scale utility showing very efficiency the late-stage functionalization complex valuable molecules.

Language: Английский

Citations

1
Rh(III)‐Catalyzed C−H Annulation of 3‐Aryl‐2H‐benzo[e][1,2,4]thiadiazine‐1,1‐dioxides with Vinylene Carbonates DOI Open Access

Chaitanya Ittamalla,

D. Yogananda Chary,

Balasubramanian Sridhar

et al.

European Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 27(4)

Published: Nov. 22, 2023

Abstract A novel method has been developed for the synthesis of fused dihydroisoquinoline frameworks through a Rh(III)‐catalyzed annulation 3‐aryl‐2 H ‐benzo[ e ][1,2,4]thiadiazine‐1,1‐dioxides with vinylene carbonates by C−H bond activation. This is first report on oxidative functionalization aryl‐2 ][1,2,4]thiadiazine‐1,1‐dioxide carbonate to afford angularly heterocycles in good yields high functional group tolerance. In this approach, acts as glycolaldehyde surrogate construct ring systems.

Language: Английский

Citations

1
Vinylene Carbonate: A Versatile Synthon in Organic Synthetic Chemistry DOI
Lin Yu,

Haifeng Fu,

Hua Cao

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 44(7), P. 2147 - 2147

Published: Jan. 1, 2024

Language: Английский

Citations

0
Engaging Vinylene Carbonate in Ruthenium-Catalyzed Regioselective C-4 Methylenation and C-8 Formylmethylation of Isoquinolinones DOI

Dolly David Thalakottukara,

Thirumanavelan Gandhi

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(75), P. 10358 - 10361

Published: Jan. 1, 2024

Herein, we disclose the first reports on utilization of vinylene carbonate as a C1 methylene source in ruthenium-catalyzed additive controlled regioselective C4-methylenation and weak chelation-assisted C8-formylmethylation isoquinolinones. Adopting both C2 synthon is an important highlight this work. Amide carbonyl acts traceless directing group C8-formylmethylation. Remarkably, reaction, two C-C bonds form one-pot producing dimeric isoquinolinones by employing surrogate presence copper acetate additive. Importantly, unsymmetrical dimers were achievable, albeit low yield. Extensive control experiments are conducted to decipher reaction mechanism. It evident from mechanistic studies, that formation formylmethyl

Language: Английский

Citations

0
I2-Promoted oxidative annulation of three different amines to access diverse biheteroaryls DOI

Guangping Fan,

Penghui Cao,

Fang Bai

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 25, 2024

An I 2 -promoted oxidative annulation of three different amines enables the assembly nonsymmetrical 2,2′-biquinolines and related bis-azines through a [4π + 2σ] reaction.

Language: Английский

Citations

0
Mechanistic insights into rhodium-catalyzed C−H activation and annulation using vinyl acetate to access cinnolines and cinnolin-4(1H)-ones DOI
Yuqin Wang,

Yiling Zeng,

Ya-Nan Tian

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 13, 2024

Rh( iii )-catalyzed C–H activation and annulation of N -aryl cyclic hydrazides with vinyl acetate to build cinnolines cinnolin-4(1 H )-ones have been reported.

Language: Английский

Citations

0