Radical Carbocyclization Intercepted Reductive C‐C Bond Formation Between 1,n‐Enynes or Dienes and Electron‐Poor Olefins/Alkynes DOI

Subhadeep Hazra,

Manveer Patel, Jaideep Saha

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(22), P. 4688 - 4693

Published: Aug. 20, 2024

Abstract Metal hydride catalyzed hydrogen atom transfer (MHAT) reaction of 1,6‐enyne and electron‐poor alkene progresses through a radical cascade, involving ene‐yne cyclization exocyclic C−C bond formation superseding the direct reductive olefin cross‐coupling; which is realized in current study. The generality this manifold demonstrated with range functionalized dienes structurally distinct olefins alkynes as partners. Current work unveils merger MHAT‐based olefin‐hydro functionalization ene‐one cyclization.

Language: Английский

Oxidative Cascade Iodocyclization of 1,n-Dienes: Synthesis of Iodinated Benzo[b]azepine and Benzo[b]azocine Derivatives DOI

Pengpeng Tan,

Shilong Wang, Guiling Li

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(9), P. 6405 - 6415

Published: April 11, 2024

An oxidative cascade iodocyclization of 1,7- or 1,8-dienes has been realized under mild conditions. By employing I2 as an iodine source, this protocol provides a concise and efficient approach to great deal biologically significant iodinated benzo[b]azepine benzo[b]azocine derivatives in moderate good yields. The gram-scale synthesis further transformation products render the practical attractive. Radical trapping deuterium-labeling experiments help understand mechanism.

Language: Английский

Citations

1

De novo synthesis of 6-6-5 fused-systems through electrochemical decarboxylation and radical domino additions DOI

Chengcheng Yuan,

Guanru Liu,

Wenjing Guan

et al.

Green Chemistry, Journal Year: 2024, Volume and Issue: 26(19), P. 10308 - 10313

Published: Jan. 1, 2024

An oxidant and quaternary ammonium salt-free electrosynthesis of 6-6-5 fused systems was developed with excellent atom step economy.

Language: Английский

Citations

1

Photoredox and Copper Dual‐Catalyzed Cyclization of Alkyne‐tethered α‐Bromocarbonyls DOI
Ziying Wang,

Xue‐Er Cai,

Cancan Zhang

et al.

Chemistry - An Asian Journal, Journal Year: 2023, Volume and Issue: 18(18)

Published: July 28, 2023

Abstract The synergistic systems of photoredox and copper catalyst have already appeared as a novel formation green synthetic chemistry, which open new avenues for chemical synthesis applications. We describe strategy the cyclization alkyne‐tethered α ‐bromocarbonyls initiated by cleavage C(sp 3 )−Br bond via collaboration catalyst. present protocol exhibits mildness using economical visible‐light at room temperature. gram‐scale sunlight irradiation experiments proceeded smoothly to show practicality methodology. It is notable that newly generated oxygen in product originates from H 2 O.

Language: Английский

Citations

2

Visible-Light-Induced and Iodoform-Promoted Functionalization of Ether with Secondary Sulfonyl Amides DOI

Fengrong Zhang,

Lanqin Liu,

Xiaoyun Chen

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 89(1), P. 687 - 691

Published: Dec. 15, 2023

An iodoform-promoted functionalization of ether with secondary sulfonyl amides under visible-light irradiation was developed toward synthesis hemiaminal skeleton good to excellent isolated yields. The characterization the and iodoform complex revealed regioselective hydrogen atom transfer initiate carbon radical formation enabled amination reaction sulfonamide.

Language: Английский

Citations

2

Radical Carbocyclization Intercepted Reductive C‐C Bond Formation Between 1,n‐Enynes or Dienes and Electron‐Poor Olefins/Alkynes DOI

Subhadeep Hazra,

Manveer Patel, Jaideep Saha

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(22), P. 4688 - 4693

Published: Aug. 20, 2024

Abstract Metal hydride catalyzed hydrogen atom transfer (MHAT) reaction of 1,6‐enyne and electron‐poor alkene progresses through a radical cascade, involving ene‐yne cyclization exocyclic C−C bond formation superseding the direct reductive olefin cross‐coupling; which is realized in current study. The generality this manifold demonstrated with range functionalized dienes structurally distinct olefins alkynes as partners. Current work unveils merger MHAT‐based olefin‐hydro functionalization ene‐one cyclization.

Language: Английский

Citations

0