Cited by Efficacy of Au versus Au–Pd nanoparticles towards synthesis of spirooxindoles via multicomponent reaction

Base controlled rongalite-mediated reductive aldol/cyclization and dimerization of isatylidene malononitriles/cyanoacetates DOI

Suryakant S. Chaudhari, Chandrakant B. Nichinde, Baliram R. Patil

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(8), P. 1727 - 1732

Published: Jan. 1, 2024

In this study, we developed a novel methodology involving base-controlled, rongalite-mediated reductive/aldol reaction, followed by cyclization of isatylidene malononitriles/cyanoacetates, resulting in the synthesis spiro[2,3-dihydrofuran-3,3'-oxindole]. Additionally, have disclosed dimerization process for malononitriles, yielding dispiro[cyclopent-3'-ene]bisoxindole. The utilization rongalite reaction serves dual purpose, acting both as reducing agent and C1 synthon. approach has several advantages like simple setup, wide substrate scope, requiring less time, using water green solvent, no metal or catalyst is required products can be easily isolated

Language: Английский

Citations

Organocatalyzed [4 + 2] cycloaddition of α,β-unsaturated ketones and isatylidene malononitrile: accessing spiro[3-arylcyclohexanone]oxindole derivatives DOI

Baliram R. Patil, Chandrakant B. Nichinde, Suryakant S. Chaudhari

et al.

RSC Advances, Journal Year: 2024, Volume and Issue: 14(5), P. 2873 - 2877

Published: Jan. 1, 2024

An l -proline catalyzed-Barbas-[4 + 2]-cycloaddition reaction is reported for the synthesis of spiro[3-arylcyclohexanone]oxindole derivatives. The method can tolerate a diverse substrate scope with high yields.

Language: Английский

Citations

Metal-Free Regioselective Oxa-Michael Approach to Access Spirooxindole-Fused Tetrahydrofuran/Tetrahydropyran through [3 + 2]/ [4 + 2] Spirocyclization of Methyleneindolinones with Haloalcohols DOI

Amol T. Savekar,

Ramesh A. Gaikwad,

Suresh B. Waghmode

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(13), P. 9389 - 9404

Published: June 24, 2024

An efficient one-pot metal-free, base-catalyzed method has been developed for the regioselective [3 + 2]/[4 2] annulation reactions of electrophilic methyleneindolinones with haloalcohols to furnish spirooxindole derivatives under mild reaction conditions. This afforded corresponding products two contiguous stereocenters including a quaternary center in good excellent yield (up 95%) moderate diastereoselectivities 12.5:1 dr) complete regioselectivity.

Language: Английский

Citations

Lewis Base Promoted [4+2] Annulation of o‐Acylamino‐Aryl Morita‐Baylis‐Hillman Carbonates With Isatylidene Malononitriles: Facile Access to Spiro[Indolin‐3,2′‐Quinoline] Frameworks DOI

Li‐Wen Shen,

Mao‐Dan Luo,

Wenyi Zhou

et al.

Journal of Heterocyclic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 10, 2024

ABSTRACT A novel [4+2] annulation reaction between o ‐acylamino‐aryl MBH carbonates and isatylidene malononitriles has been successfully developed. This methodology exhibits excellent substrate tolerance, affording a series of spiro[indolin‐3,2′‐quinoline] framework compounds with yields up to 98%. The scalability the is also noteworthy, as evidenced by 95% yield final product upon 50‐fold scale‐up.

Language: Английский

Citations

ZnO Nanorod: An Efficient Reusable Catalyst for One‐pot Multicomponent C‐C Bond Formation Reactions Involving Isatins DOI

Nandini M Gotgi,

Rajkumar Jaman Singh,

Arnab Kanti Giri

et al.

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

Published: June 28, 2024

Abstract In the present study we have disclosed here that ZnO nanorod (ZnO‐NR) can effectively be used as a catalyst for various C−C bond formation reactions, i. e. allylation, well one‐pot three components conjugate addition and Knoevenagel‐allylation of isatins. The corresponding products were obtained with good to excellent yields under solvent‐free conditions in most cases at RT. was successfully recycled up five cycles allylation reaction one pot isatin. X‐ray diffraction (XRD), scanning electron microscopy (SEM), transmission (TEM) characterize structure morphology catalyst.

Language: Английский

Citations

Six-membered ring systems: With O and/or S atoms DOI

Clementina M.M. Santos, Artur M. S. Silva

Progress in heterocyclic chemistry, Journal Year: 2024, Volume and Issue: unknown, P. 421 - 484

Published: Jan. 1, 2024

Language: Английский

Citations

A Sequential Nitro‐Michael Addition and Reductive Cyclization Cascade Reaction for Diastereoselective Synthesis of Multifunctionalized 3,3'‐pyrrolidinyl‐spirooxindoles DOI

Chandrakant B. Nichinde, Meema Bhati,

Amardipsing S. Girase

et al.

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 28(5)

Published: Dec. 23, 2024

Abstract In this investigation, we elucidated, one‐pot two stage efficient synthesis of multifuctionalized spiro[oxindole −3,3′‐pyrrolidine]. The methodology proceeds via organocatalyzed nitro‐Michael addition reaction between indolylidenecyanoesters and nitroalkanes to formed adduct which transformed into multifunctionalized 3,3′‐pyrrolidinyl‐spirooxindoles by metal catalyzed reductive cyclization cascade. DFT investigations were conducted elucidate the mechanism underlying preferential reduction nitro group, with subsequent attack on nitrile ester groups remain inert throughout process. approach is operationally simple, easily scalable, exhibits compatibility readily accessible starting material catalysts, thereby emphasizing cost‐effectiveness.

Language: Английский

Citations

Efficacy of Au versus Au–Pd nanoparticles towards synthesis of spirooxindoles via multicomponent reaction DOI

Shivanee Borpatra Gohain,

Abdul Latif Ahmed,

Ashim Jyoti Thakur

et al.

Gold bulletin, Journal Year: 2023, Volume and Issue: 56(2), P. 43 - 51

Published: June 1, 2023

Language: Английский

Citations