Palladium-Catalyzed [3+2] Cycloaddition of 4-Vinyl-4-Butyro-lactones with Sulfamate-Derived Cyclic Imines: Construction of Sulfamate-Fused Pyrrolidines DOI
Honghao Sun,

Siyuan Ding,

Bo Wang

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

The palladium-catalyzed [3 + 2] decarboxylative cycloaddition of 4-vinyl-4-butyrolactones with sulfamate-derived cyclic imines has been developed, providing the sulfamate-fused pyrrolidine derivatives in high yields good diastereoselectivities.

Language: Английский

Palladium‐Catalyzed Enantioselective [4+2] Cycloaddition of 4‐Vinylbenzodioxinones with Barbiturate‐Derived Alkenes: Con‐struction of Chiral Spirobarbiturate−Chromanes DOI
Yi Tang, Mingxia Huang,

Siyuan Ding

et al.

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: 30(24)

Published: Feb. 21, 2024

In this paper, Pd-catalyzed [4+2] decarboxylative cycloaddition of 4-vinylbenzodioxinones with barbiturate-derived alkenes has been developed, leading to various spirobarbiturate-chromane derivatives in high yields excellent diastereo- and enantioselectivities. The scale-up reaction further derivation the product were demonstrated. A plausible mechanism was also proposed.

Language: Английский

Citations

3
Ru(II)-Catalyzed C–H Activation/[4+2] Annulation of Sulfoxonium Ylide with Maleimide: Access to Fused Benzo[e]isoindole-1,3,5-trione DOI
Dattatraya H. Dethe, Vimlesh Kumar, Rahul Das

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(32), P. 6830 - 6834

Published: Aug. 5, 2024

A ruthenium-catalyzed C-H activation and a concomitant [4+2] annulation of sulfoxonium ylide with maleimide have been demonstrated. This tandem reaction results in the formation fused benzo[

Language: Английский

Citations

2
Palladium-Catalyzed (4 + 1) Annulation of 4-Vinylbenzodioxinones with Sulfur Ylides: Diastereoselective Synthesis of Dihydrobenzofuran Derivatives DOI
Yi Tang, Xiaojing Sun,

Yu Tan

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(12), P. 8951 - 8959

Published: May 30, 2024

Palladium-catalyzed (4 + 1) annulation of 4-vinylbenzodioxinones with sulfur ylides has been developed to afford various dihydrobenzofuran derivatives in moderate high yields excellent diastereoselectivities. The scale-up reaction and further derivations the product worked well, demonstrating application potential current organic synthesis.

Language: Английский

Citations

1
Palladium-Catalyzed [3 + 2] Cycloaddition of 4-Vinyl-4-Butyrolactones with Alkenes: Synthesis of Spirocyclopentane Compounds DOI
Honghao Sun,

A.‐T. SONG,

Shuang Gu

et al.

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

Published: Sept. 12, 2024

A palladium-catalyzed [3 + 2] cycloaddition of 4-vinyl-4-butyrolactones (VBLs) with alkenes has been developed to afford various spirocyclopentane products in high yields excellent diastereoselectivities. The scale-up reaction and further derivations the product worked well, demonstrating potential application current organic synthesis.

Language: Английский

Citations

1
Polycyclic Pyrazolidines by Tandem Diazomalonate Dipolar Cycloadditions and CpRu‐Catalyzed Carbene Additions DOI Creative Commons
Claire Montagnon,

Joël Ruben Bultel,

Céline Besnard

et al.

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: 30(43)

Published: May 10, 2024

Thanks to the ability of diazo derivatives react either as 1,3-dipoles and carbenes after dinitrogen extrusion, combinations oxa or aza benzonorbornadienes diazomalonates afford polycyclic pyrazolidines via a three-step sequence (i) highly diastereoselective [3+2]-cycloaddition, (ii) CpRu-catalyzed carbene addition, (iii) second dipolar cycloaddition. Of importance, step (II) represents unique access novel bench-stable N,N-cyclic azomethine imines, which behave effective in combination with electron-poor dipolarophiles. Each proceeds efficiently 3-step process can be performed one-pot yield pyrazolidine excellent overall (90 %).

Language: Английский

Citations

0
Pd-Catalyzed Sequential Intramolecular Annulation/ Intermolecular [3+2] Cycloaddition of 5-Allenyloxazolidine-2,4-diones with Dipoles: Synthesis of Spiroheterocycles DOI
Yujie Dong, Jun Liu,

Rongjin Ning

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(76), P. 10516 - 10519

Published: Jan. 1, 2024

Pd-catalyzed sequential intramolecular annulation/intermolecular [3+2] cycloaddition of 5-allenyloxazolidine-2,4-diones with dipoles was achieved. Under palladium catalysis, various reacted 1,3-dipoles such as nitrile

Language: Английский

Citations

0
Quinazoline-Derived Azomethine Imines as Substrates To Access Polycyclic Compounds DOI
Li‐Ming Zhao, Yujiao Wang

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(21), P. 15393 - 15403

Published: Oct. 22, 2024

Quinazolines are essential structural constituents of many pharmaceuticals and bioactive natural products. Quinazoline-derived azomethine imines (QAIs) have emerged recently as valuable building blocks for the synthesis various quinazoline derivatives. This Synopsis presents recent advances in (formal) cycloaddition reactions QAIs quinazoline-fused 5- to 8-membered heterocycles well three-dimensional compounds.

Language: Английский

Citations

0
Palladium-Catalyzed [3+2] Cycloaddition of 4-Vinyl-4-Butyro-lactones with Sulfamate-Derived Cyclic Imines: Construction of Sulfamate-Fused Pyrrolidines DOI
Honghao Sun,

Siyuan Ding,

Bo Wang

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

The palladium-catalyzed [3 + 2] decarboxylative cycloaddition of 4-vinyl-4-butyrolactones with sulfamate-derived cyclic imines has been developed, providing the sulfamate-fused pyrrolidine derivatives in high yields good diastereoselectivities.

Language: Английский

Citations

0