Synergistic [4 + 1] Spiroannulation and Selective Ring-Opening Strategy toward γ-Spirolactams DOI
Imtiaj Mondal, Koushik Naskar, Shantonu Roy

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(46), P. 9859 - 9864

Published: Nov. 8, 2024

A unique and propitious [4 + 1] spiroannulation of 2-aryl-4

Language: Английский

C–H activation-initiated spiroannulation reactions and their applications in the synthesis of spirocyclic compounds DOI

Qianting Zhou,

Bin Li, Xinying Zhang

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(12), P. 2324 - 2338

Published: Jan. 1, 2024

This review summarizes the most recent progress made in C–H bond activation-initiated spiroannulation reactions and their applications construction of structurally diverse biologically valuable spirocyclic scaffolds.

Language: Английский

Citations

22
Recent advances in spirocyclization of maleimides via transition-metal catalyzed C–H activation DOI
Swadhin Swaraj Acharya,

Sagarika Patra,

Rojalini Maharana

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(15), P. 2916 - 2947

Published: Jan. 1, 2024

In recent years, the maleimide scaffold has received a great deal of attention in C–H activation.

Language: Английский

Citations

15
Metal-free construction of dihydropyrazino[2,3-b]indoles from 2-aminoacetophenones, isocyanates and 1,2-diamines DOI

Jingxi Fang,

Jiayao Fang,

Yingbo Rao

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(10), P. 2043 - 2048

Published: Jan. 1, 2024

A Brønsted acid/iodine co-mediated approach to construct dihydropyrazino[2,3-

Language: Английский

Citations

9
Synthesis of structurally diverse pyrazolo[1,2-a]pyrazolones based on the selective C–H bond alkenylation–annulation of 1-arylpyrazolidinones with allenyl acetates DOI

Yongdi Xin,

Qianting Zhou,

Bin Li

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(14), P. 3874 - 3880

Published: Jan. 1, 2024

Presented herein is a concise synthesis of diverse pyrazolo[1,2- ]pyrazolones based on condition-controlled divergent reactions 1-arylpyrazolidinones with allenyl acetates.

Language: Английский

Citations

3
Synthesis of pyrazolo[1,2-a]cinnolinone via copper-catalyzed 6-endo-dig cyclization DOI
Cong Zhang, Zhang Wen,

Yangang Wu

et al.

Tetrahedron, Journal Year: 2025, Volume and Issue: unknown, P. 134593 - 134593

Published: March 1, 2025

Citations

0
Rh(III)‐Catalyzed C−H Activation/O‐Annulation for Construction of Divergent Spirosuccinimide and Maleimide‐Fused Isochromenes DOI
Eswaran Kamaraj,

Prasanta Roy,

Yong Rok Lee

et al.

Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 365(22), P. 3915 - 3926

Published: Sept. 12, 2023

Abstract A rhodium‐catalyzed [5+1] cycloaddition via C−H activation/ O ‐annulation strategy for synthesizing biologically interesting isochromenes is presented. This protocol selectively provides divergently functionalized containing spirosuccinimide and maleimide scaffolds according to the maleimides itaconimides used as substrates. methodology exhibits an extensive substrate scope, remarkable functional group tolerance, high regioselectivity.

Language: Английский

Citations

6
Rhodium(III)‐Catalyzed C7‐Spiroannulation of Indolines with Maleimides: Facile Access to Aza‐Spiromulticycles DOI

Jinfang Zhao,

Chao Pi, Yangjie Wu

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(8), P. 1840 - 1846

Published: Feb. 8, 2024

Abstract Herein, we report a chemo‐ and regioselective Rh‐catalyzed redox C7‐spiroannulation reaction of N ‐benzo[ d ]imidazole indolines with maleimides, resulting in series indoline fused azaspirocycles up to 92% yield. The synthetic utility is demonstrated by the synthesis highly functionalized nitrogen‐containing spiropolycyclic skeletons. annulation could also be performed maleic esters acrylates. products were purified simple filtration. Rh catalyst can recycled, at gram‐scale using 0.5 mol% catalyst, which makes this protocol potentially applicable industry. Moreover, efficient post‐modification pharmaceutical molecules demonstrates its practicability.

Language: Английский

Citations

2
Chemoselective Oxypalladation of (o‐Alkynylaryl)amide‐Triggered Site‐Selective C−H Annulation for Stereoselective Synthesis of Succinimide‐Fused Polycycles DOI

Dattatri,

Jagadeesh Babu Nanubolu, Maddi Sridhar Reddy

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: unknown

Published: March 20, 2024

Abstract We report herein a palladium‐catalyzed, site‐selective cyclative annulation of o ‐alkynyl arylamides with maleimide for the stereoselective construction succinimide‐fused benzoxazine derivatives. This operationally simple and modular protocol provides access to polycyclic frameworks. The other associated features are high functional group compatibility, gram‐scale synthetic potential, downstream transformations. Control labeling experiments were conducted get insights into mechanism.

Language: Английский

Citations

1
Cascade [4 + 1] Annulation through Activation of the C(sp2)–H Bond Enabling Benzothiadiazinoisoindolcarboxylate, Benzothiadiazinoisoindole, and Benzothiadiazinoisoindolepyrrolidinedione as Hybrid Spiro-Heterocyclic Frameworks DOI
Anindita Sarkar, Rahul Dev Mandal,

Nirnita Chakraborty

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(11), P. 7705 - 7717

Published: May 17, 2024

Two structurally distinct and biologically privileged succinimide isoindole heteroarenes bearing benzothiadiazinedioxide motif-centered hybrid conjugates are proficiently achieved through Rh(III)-catalyzed sequential C(sp

Language: Английский

Citations

1
Diastereoselective Intramolecular Spirocyclization via C(sp3)‐H Bond Functionalization Towards the Synthesis of 2,7‐Diazaspiro[4.5]decane‐1,3‐diones DOI
Arup Bhowmik, Koushik Naskar, Shantonu Roy

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 29, 2024

Abstract The C( sp 3 )−H functionalization via intramolecular hydride transfer initiated cascade annulation for the synthesis of spiro‐fused succinimide‐containing tetrahydroquinolines induced by iminium intermediates is described. A series diastereoselective 2,7‐diazaspiro[4.5]decanes‐1,3‐diones were achieved using ortho ‐amino‐benzylidene‐succinimide Lewis acid catalysis. This scandium triflate Sc(OTf) catalysed, oxidant‐free protocol leads to a class derivatives with 48–98% yield in single step.

Language: Английский

Citations

0