Ultrasound-Promoted 1,3-Dipolar Cycloaddition of Azomethine Yields for Synthesis of Dispiropyrrolidineoxindole Derivatives in Hexyltriphenylphosphonium Bromide As an Ionic Liquid, and the Evaluation of Their Anti-Cancer Activity

Ultrasound-Promoted 1,3-Dipolar Cycloaddition of Azomethine Yields for Synthesis of Dispiropyrrolidineoxindole Derivatives in Hexyltriphenylphosphonium Bromide As an Ionic Liquid, and the Evaluation of Their Anti-Cancer Activity Publisher

Matloubi Moghaddam F¹ ; Hosseinzadeh N¹ ; Safari F² ; Foroumadi A³

Show Affiliations

1. Laboratory of Organic Synthesis and Natural Products, Department of Chemistry, Sharif University of Technology, Tehran, Iran
2. Department of Biology, Faculty of Science, University of Guilan, Rasht, Iran
3. Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran, University of Medical Sciences, Tehran, Iran

Source: Journal of Heterocyclic Chemistry Published:2023

Abstract

A green, effortless, and protective one-pot three-component process for the synthesis of derivatives using cycloadition catching azomethineylides in situ created by means of decarboxylative build-up of sarcosine and isatin has been developed in hexyltriphenylphosphonium bromide (HTPB) as an ionic liquid and recyclable solvent in supreme yield without the use of a catalyst under ultrasonic irradiation. This method offers mild reaction conditions, excellent products yields in shorter reaction times, ease of operation and environmentally friendly process and high ragio and stereoselectivity. The anticancer activity of all new compounds has been investigated against four cell lines. Also, the structures were authenticated by both spectroscopic techniques and signal crystal X-ray analysis. © 2022 Wiley Periodicals LLC.

Style	Citing Format
MLA	Matloubi Moghaddam F, et al.. "Ultrasound-Promoted 1,3-Dipolar Cycloaddition of Azomethine Yields for Synthesis of Dispiropyrrolidineoxindole Derivatives in Hexyltriphenylphosphonium Bromide As an Ionic Liquid, and the Evaluation of Their Anti-Cancer Activity." Journal of Heterocyclic Chemistry, vol. 60, no. 3, 2023, pp. 416-422.
APA	Matloubi Moghaddam F, Hosseinzadeh N, Safari F, Foroumadi A (2023). Ultrasound-Promoted 1,3-Dipolar Cycloaddition of Azomethine Yields for Synthesis of Dispiropyrrolidineoxindole Derivatives in Hexyltriphenylphosphonium Bromide As an Ionic Liquid, and the Evaluation of Their Anti-Cancer Activity. Journal of Heterocyclic Chemistry, 60(3), 416-422.
Chicago	Matloubi Moghaddam F, Hosseinzadeh N, Safari F, Foroumadi A. "Ultrasound-Promoted 1,3-Dipolar Cycloaddition of Azomethine Yields for Synthesis of Dispiropyrrolidineoxindole Derivatives in Hexyltriphenylphosphonium Bromide As an Ionic Liquid, and the Evaluation of Their Anti-Cancer Activity." Journal of Heterocyclic Chemistry 60, no. 3 (2023): 416-422.
Harvard	Matloubi Moghaddam F et al. (2023) 'Ultrasound-Promoted 1,3-Dipolar Cycloaddition of Azomethine Yields for Synthesis of Dispiropyrrolidineoxindole Derivatives in Hexyltriphenylphosphonium Bromide As an Ionic Liquid, and the Evaluation of Their Anti-Cancer Activity', Journal of Heterocyclic Chemistry, 60(3), pp. 416-422.
Vancouver	Matloubi Moghaddam F, Hosseinzadeh N, Safari F, Foroumadi A. Ultrasound-Promoted 1,3-Dipolar Cycloaddition of Azomethine Yields for Synthesis of Dispiropyrrolidineoxindole Derivatives in Hexyltriphenylphosphonium Bromide As an Ionic Liquid, and the Evaluation of Their Anti-Cancer Activity. Journal of Heterocyclic Chemistry. 2023;60(3):416-422.
BibTex	@article{ author = {Matloubi Moghaddam F and Hosseinzadeh N and Safari F and Foroumadi A}, title = {Ultrasound-Promoted 1,3-Dipolar Cycloaddition of Azomethine Yields for Synthesis of Dispiropyrrolidineoxindole Derivatives in Hexyltriphenylphosphonium Bromide As an Ionic Liquid, and the Evaluation of Their Anti-Cancer Activity}, journal = {Journal of Heterocyclic Chemistry}, volume = {60}, number = {3}, pages = {416-422}, year = {2023} }
RIS	TY - JOUR AU - Matloubi Moghaddam F AU - Hosseinzadeh N AU - Safari F AU - Foroumadi A TI - Ultrasound-Promoted 1,3-Dipolar Cycloaddition of Azomethine Yields for Synthesis of Dispiropyrrolidineoxindole Derivatives in Hexyltriphenylphosphonium Bromide As an Ionic Liquid, and the Evaluation of Their Anti-Cancer Activity JO - Journal of Heterocyclic Chemistry VL - 60 IS - 3 SP - 416 EP - 422 PY - 2023 ER -

Style

Citing Format

MLA

Matloubi Moghaddam F, et al.. "Ultrasound-Promoted 1,3-Dipolar Cycloaddition of Azomethine Yields for Synthesis of Dispiropyrrolidineoxindole Derivatives in Hexyltriphenylphosphonium Bromide As an Ionic Liquid, and the Evaluation of Their Anti-Cancer Activity." Journal of Heterocyclic Chemistry, vol. 60, no. 3, 2023, pp. 416-422.

APA

Matloubi Moghaddam F, Hosseinzadeh N, Safari F, Foroumadi A (2023). Ultrasound-Promoted 1,3-Dipolar Cycloaddition of Azomethine Yields for Synthesis of Dispiropyrrolidineoxindole Derivatives in Hexyltriphenylphosphonium Bromide As an Ionic Liquid, and the Evaluation of Their Anti-Cancer Activity. Journal of Heterocyclic Chemistry, 60(3), 416-422.

Chicago

Matloubi Moghaddam F, Hosseinzadeh N, Safari F, Foroumadi A. "Ultrasound-Promoted 1,3-Dipolar Cycloaddition of Azomethine Yields for Synthesis of Dispiropyrrolidineoxindole Derivatives in Hexyltriphenylphosphonium Bromide As an Ionic Liquid, and the Evaluation of Their Anti-Cancer Activity." Journal of Heterocyclic Chemistry 60, no. 3 (2023): 416-422.

Harvard

Matloubi Moghaddam F et al. (2023) 'Ultrasound-Promoted 1,3-Dipolar Cycloaddition of Azomethine Yields for Synthesis of Dispiropyrrolidineoxindole Derivatives in Hexyltriphenylphosphonium Bromide As an Ionic Liquid, and the Evaluation of Their Anti-Cancer Activity', Journal of Heterocyclic Chemistry, 60(3), pp. 416-422.

Vancouver

Matloubi Moghaddam F, Hosseinzadeh N, Safari F, Foroumadi A. Ultrasound-Promoted 1,3-Dipolar Cycloaddition of Azomethine Yields for Synthesis of Dispiropyrrolidineoxindole Derivatives in Hexyltriphenylphosphonium Bromide As an Ionic Liquid, and the Evaluation of Their Anti-Cancer Activity. Journal of Heterocyclic Chemistry. 2023;60(3):416-422.

BibTex

@article{ author = {Matloubi Moghaddam F and Hosseinzadeh N and Safari F and Foroumadi A}, title = {Ultrasound-Promoted 1,3-Dipolar Cycloaddition of Azomethine Yields for Synthesis of Dispiropyrrolidineoxindole Derivatives in Hexyltriphenylphosphonium Bromide As an Ionic Liquid, and the Evaluation of Their Anti-Cancer Activity}, journal = {Journal of Heterocyclic Chemistry}, volume = {60}, number = {3}, pages = {416-422}, year = {2023} }

RIS

TY - JOUR
AU - Matloubi Moghaddam F
AU - Hosseinzadeh N
AU - Safari F
AU - Foroumadi A
TI - Ultrasound-Promoted 1,3-Dipolar Cycloaddition of Azomethine Yields for Synthesis of Dispiropyrrolidineoxindole Derivatives in Hexyltriphenylphosphonium Bromide As an Ionic Liquid, and the Evaluation of Their Anti-Cancer Activity
JO - Journal of Heterocyclic Chemistry
VL - 60
IS - 3
SP - 416
EP - 422
PY - 2023
ER -

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