Ir(III)-Catalyzed Novel Three-Component Cascade Trifluoroethoxylation and One-Pot Method to Construct Complex Amide Compounds DOI Open Access

Chengfu Zeng,

Yuan He, Qing Li

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 43(3), P. 1115 - 1115

Published: Jan. 1, 2023

Ir(III)-catalyzed three-component cascade reaction to construct unique trifluoroethoxylation amide compounds has been developed, meanwhile the fluorinated could continue react with alcohols prepare complex spiro isoindolinone derivatives in one-pot.The highly efficient approaches produce various by conditioncontrolled.

Language: Английский

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

Acylsilane Directed Rh-Catalyzed Arene C–H Alkylation with Maleimides and Visible-Light-Induced Siloxycarbene-Amide Cyclization: [3 + 2] Carbo-Annulation in Ru Catalysis DOI Open Access

Raju Vaggu,

Nagender Thadem,

Manda Rajesh

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(15), P. 2594 - 2599

Published: April 10, 2023

We herein demonstrate the acylsilane-directed Rh-catalyzed arene C–H bond alkylation with maleimides. The resulting derivatives were utilized in visible-light-induced intramolecular siloxycarbene-amide cyclization for synthesis of new tricyclic γ-lactams. In parallel, we also harnessed same acylsilane and maleimide units through [3 + 2] carbo-annulation by using Ru-catalysis. A wide range maleimides aroylsilanes used to establish broadness these transformations.

Language: Английский

Citations

16

Pd-Catalyzed Sequential Electrophilic Cyclization/Selective C–H Annulation Cascade: Synthesis of Isoxazole-Phthalimide-Fused Poly-Heterocyclics DOI

V. Suresh,

T. Mahipal Reddy,

Dattatri

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(5), P. 3214 - 3225

Published: Feb. 21, 2024

Harnessing the organo-palladium intermediates generated from electrophilic cyclizations for tandem C–C bond construction is a challenging task but constitutes an excellent tool constructing complex motifs simpler substrates. We realize herein such cyclative annulation of alkynyl-oxime ethers with maleimides facile isoxazole-phthalimide hybrid through Pd(II) catalysis. This protocol features regio-selectivity in C–H selection, broad substrate scope, good functional group tolerance, and scalability. Necessary KIE & labeling studies give insight into reaction mechanism.

Language: Английский

Citations

6

Catalytic stereodivergent and simultaneous construction of axial and point chirality DOI
Wentao Wang, Sen Zhang,

Wenxuan Lin

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(12), P. 3308 - 3319

Published: Jan. 1, 2024

An unprecedented ligand-enabled stereodivergent construction of both N–N axial and point chirality in a single step is reported.

Language: Английский

Citations

6

Chemo selective C-H alkylation of isoquinolones with maleimides: A combined experimental and computational case study DOI
Devesh Chandra, Nikunj Kumar,

Sumit Sharma

et al.

Molecular Catalysis, Journal Year: 2023, Volume and Issue: 551, P. 113597 - 113597

Published: Nov. 7, 2023

Language: Английский

Citations

12

Redox‐Neutral Synthesis of Polycyclic Azaheterocycles via Cobalt‐Catalyzed Hydroarylation/Annulation of Maleimides DOI

Yequan He,

Wen‐Wei Li,

Honggui Zhou

et al.

Advanced Synthesis & Catalysis, Journal Year: 2022, Volume and Issue: 364(21), P. 3730 - 3735

Published: Sept. 15, 2022

Abstract Herein, we report a cobalt‐catalyzed hydroarylation of maleimides followed by an annulation sequence for the synthesis polycyclic azaheterocycles in one pot. The reaction proceeds under redox‐neutral conditions and is compatible with various functional groups. Notably, as‐prepared product exhibits potential photophysical properties. magnified image

Language: Английский

Citations

17

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

4

Rhodium‐Catalyzed C8‐Alkenylation of Isoquinolones with Maleimides DOI

XXXXXXX Manisha,

Devesh Chandra, Upendra Sharma

et al.

European Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 26(30)

Published: June 15, 2023

Abstract An efficient Rh(III)‐catalyzed C−H alkenylation of N ‐protected isoquinolone with maleimides is reported. The carbonyl group acts as an inherent directing group. Various ‐substituents in the maleimide, including alkyl, aryl, and even H −OH, were well tolerated under developed reaction condition. This protocol showed broad substrate scope, good selectivity, excellent yields. Hammett plot also drawn to check effect substituents on progress.

Language: Английский

Citations

9

Photo-induced 1,2-thiohydroxylation of maleimide involving disulfide and singlet oxygen DOI
Tamanna Khandelia, Subhendu Ghosh, Pritishree Panigrahi

et al.

Chemical Communications, Journal Year: 2023, Volume and Issue: 59(75), P. 11196 - 11199

Published: Jan. 1, 2023

A visible light-driven di-functionalization of maleimide with disulfide and in situ -generated singlet oxygen offers selective 1,2-thiohydroxylation under additive-free conditions.

Language: Английский

Citations

9

Ni‐SPO‐Al Catalyzed Stereoselective C–H Alkenylation of Quinazolinones with Alkynes to Prepare trans‐Isomers DOI
Yaqi Zhang,

Qiang Ni,

Rihui Cao

et al.

European Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: 28(5)

Published: Jan. 4, 2025

Abstract A stereoselective Ni−Al bimetal‐catalyzed C−H alkenylation of quinazolinones with alkynes has been successfully developed. Good selectivity Z‐type quinazolinone products was obtained using readily available substrates, which exhibits a trans‐configuration opposite to the conventional alkynylation reactions and improves diversity compounds. In addition, reaction process further explored through KIE other control experiments, possible mechanism proposed.

Language: Английский

Citations

0