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Expeditious entry into carbocyclic and heterocyclic spirooxindoles
Organic & Biomolecular Chemistry, 2022Recent advances in the chemistry of base-, metal-, nano-metal and organo-catalyst mediated achiral and chiral versions of the structurally diverse and pharmaceutically relevant spirooxindoles are gently reviewed.
Madhu Ganesh, Shammy Suraj
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Spirooxindoles: Promising scaffolds for anticancer agents
European Journal of Medicinal Chemistry, 2015The search for novel anticancer agents with more selectivity and lower toxicity continues to be an area of intensive investigation. The unique structural features of spirooxindoles together with diverse biological activities have made them privileged structures in new drug discovery.
Bin, Yu, De-Quan, Yu, Hong-Min, Liu
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Organocatalytic Asymmetric Synthesis of Spirooxindole Embedded Oxazolidines
The Journal of Organic Chemistry, 2021The first organocatalytic asymmetric synthesis of spirooxindole embedded oxazolidines has been developed via a domino reaction involving hemiaminal formation, followed by an unprecedented aza-Michael reaction between isatin derived N-Boc ketimines and γ-hydroxy enones.
Chandrakanta Parida +3 more
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Catalytic asymmetric synthesis of spirooxindoles: recent developments
Chemical Communications, 2018The past four years have witnessed significant developments in the field of the catalytic asymmetric synthesis of spirooxindoles, and this feature article outlines the recent progress in this area, including the contributions of our group. This article is divided into sections according to the size and type of the generated spiro-ring fused at the C3 ...
Guang-Jian Mei, Feng Shi
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Diastereoselective Synthesis and Structure of Spirooxindole Derivatives
HETEROCYCLES, 2003Spiroindolinonisoxazolines (4 and 5h) are prepared from (E)- 1 or (Z)-3-arylidene-2-oxindoles (2) by nitrile oxide cycloaddition reactions. Only one regioisomer is detected in all cases, and the observed complete diastereoselection is established by unambigous structural assignments.
RISITANO, Francesco +4 more
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Strategies for the enantioselective synthesis of spirooxindoles
Organic & Biomolecular Chemistry, 2012Oxindoles and spirooxindoles are important synthetic targets that are often considered to be prevalidated with respect to their biological activity and applications for pharmaceutical lead discovery. This review features efficient strategies for the enantioselective synthesis of spirocyclic oxindoles, focusing on reports in 2010 and 2011.
Nicolas R, Ball-Jones +2 more
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Titanium-Catalyzed Stereoselective Synthesis of Spirooxindole Oxazolines
Organic Letters, 2010A regio- and stereoselective cyclization between isatins and 5-methoxyoxazoles has been developed using catalytic titanium(IV) chloride (10 or 20 mol %) to afford spiro[3,3'-oxindoleoxazolines] in excellent yield (up to 99%) and diastereoselectivity (dr >99:1). Substitution at the 4-position of the oxazole controls nucleophilic attack to provide either
Joseph J, Badillo +3 more
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Superacid-Promoted synthesis of spirooxindoles
Tetrahedron Letters, 2023Jacob C. Hood +2 more
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Molecular diversity of spirooxindoles. Synthesis and biological activity
Molecular Diversity, 2015Spirooxindoles are important synthetic targets possessing extended biological activity and drug discovery applications. This review focuses on the various strategies for the enantioselective synthesis of spirocyclic oxindoles relying on reports over the past decade and from earlier work.
Tetyana L, Pavlovska +3 more
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