SYNTHETIC PATHWAYS TO 5-FLUOROINDOLIN-2-ONE: KEY INTERMEDIATE FOR SUNITINIB

Zeelu M. Patel; Parth J. Shahi; Sweta S. Chavda; Unnati P. Patel; Ranjitsinh C. Dabhi; Pranav S. Shrivastav; Jayesh J. Maru

Authors

Zeelu M. Patel Department of Chemistry, University School of Sciences, Gujarat University, Ahmedabad-380009, Gujarat, India
Parth J. Shahi Department of Chemistry, University School of Sciences, Gujarat University, Ahmedabad-380009, Gujarat, India
Sweta S. Chavda Department of Chemistry, University School of Sciences, Gujarat University, Ahmedabad-380009, Gujarat, India
Unnati P. Patel Department of Chemistry, University School of Sciences, Gujarat University, Ahmedabad-380009, Gujarat, India
Ranjitsinh C. Dabhi Department of Chemistry, University School of Sciences, Gujarat University, Ahmedabad-380009, Gujarat, India
Pranav S. Shrivastav Gujarat University
Jayesh J. Maru Gujarat University

Keywords:

5-fluoroisatin, 5-fluorooxindole, sunitinib, catalyst, cyclization

Abstract

5-Fluoroindolin-2-one is a chemical compound that serves as a key intermediate in the synthesis of sunitinib, a potent tyrosine kinase inhibitor used to treat renal cell carcinoma and gastrointestinal stromal tumors. The efficient synthesis of 5-fluorooxindole is crucial for its commercial production, given its role as a key intermediate. Over the past fifty years, extensive research has been conducted on various synthetic approaches toward 5-fluorooxindole. These methods encompass various chemical reactions including Wolff–Kishner reduction, Friedel–Crafts alkylation, elimination, metal-mediated reactions, and cyclization reactions. This review provides a comprehensive overview of the synthesis of 5-fluorooxindole, emphasizing significant advancements and developments in the field.