A General and Efficient Method to Access Tetracyclic Spirooxindole Derivatives. Issue 3 (5th December 2014)

• Record Type: Journal Article
• Authors: El Bouakher, Abderrahman; Massip, Stéphane; Jarry, Christian; Troin, Yves; Abrunhosa‐Thomas, Isabelle; Guillaumet, Gérald
• Is Part Of: European journal of organic chemistry. Issue 3(2015)
• Page Start: 556
• Page End: 569
• Publication Date: 2014-12-05
• Subjects: Anionic condensation -- Reduction -- Cyclization -- Selective deprotection -- Tetracyclic spirooxindole -- Spiro compounds; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201403292
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract: An efficient, simple, and convenient synthetic procedure for the synthesis of tetracyclic spirooxindole derivatives, starting from N ‐protected isatins and 2‐fluoropyridine, was successfully developed. It enables the facile formation of a new class of spirooxindoles in which the oxindole core is fused with various heterocycles at the C‐3 position. Abstract : Tetracyclic spirooxindoles were easily prepared from N ‐protected isatins and 2‐fluoropyridine, leading to fused C‐3 oxindole heterocycles in good yields.