Isocyanide Chemistry (PDF)

PREFACE CHIRAL NONRACEMIC ISOCYANIDES Introduction Simple Unfunctionalized Isocyanides Isocyanides Containing Carboxylic, Sulfonyl, or Phosphonyl Groups Isocyanides Containing Amino or Alcoholic Functionalities Natural Isocyanides Isocyanides Used in the Synthesis of Chiral Polyisocyanides GENERAL ASPECTS OF ISOCYANIDE REACTIVITY Introduction Isocyanide?Cyanide Rearrangement Oxidation/Reduction of the Isocyano Group Reactions of Isocyanides with Electrophiles Reactions of Isocyanides with Nucleophiles Conclusions Alpha-ACIDIC ISOCYANIDES IN MULTICOMPONENT CHEMISTRY Introduction Synthesis of a-Acidic Isocyanides Reactivity of a-Acidic Isocyanides MCRs Involving a-Acidic Isocyanides Conclusions SYNTHETIC APPLICATION OF ISOCYANOACETIC ACID DERIVATIVES Introduction Synthesis of a-Isocyanoacetate Derivatives Alkylation of Isocyanoacetic Acid Derivatives a-Isocyanoacetates as Michael Donors Reaction of Isocyanoacetic Acids with Alkynes: Synthesis of Pyrroles Reaction of Isocyanoacetic Acid Derivatives with Carbonyl Compounds and Imines Reaction with Acylating Agents Multicomponent Reactions of Isocyanoacetic Acid Derivatives Chemistry of Isocyanoacetates Bearing an Additional Functional Group Reactions of Isocyanoacetic Acids with Sulfur Electrophiles Miscellaneous Reactions Concluding Remarks Notes Added in Proof UGI AND PASSERINI REACTIONS WITH CARBOXYLIC ACID SURROGATES Introduction Carboxylic Acid Surrogates Use of Mineral and Lewis Acids Conclusions AMINE (IMINE) COMPONENT SURROGATES IN THE UGI REACTION AND RELATED ISOCYANIDE-BASED MULTICOMPONENT REACTIONS Introduction Hydroxylamine Components in the Ugi Reaction Hydrazine Components in the Ugi Reaction Miscellaneous Amine Surrogates for the Ugi Reaction Activated Azines in Reactions with Isocyanides Enamines, Masked Imines, and Cyclic Imines in the Ugi Reaction Concluding Remarks MULTIPLE MULTICOMPONENT REACTIONS WITH ISOCYANIDES Introduction One-Pot Multiple IMCRs Isocyanide-Based Multiple Multicomponent

Valentine G. Nenajdenko became full Professor of Organic Chemistry at the Department of Chemistry of Moscow State University. His scientific interests include organic synthesis, asymmetric catalysis, the chemistry of sulfur and fluorine containing compounds, heterocyclic chemistry, multicomponent reactions. He was the winner of the Academiae Europeae Award in 1997, the Russian President Award in 1996, the Prize for the best scientific work at the Department of Chemistry of Moscow State University in 2001 and 2007, the Shuvalov Award in 2001, the Russian President Award in 2004, Russian Science Support Foundation in 2005, Moscow State University Awards in 2006, 2007 and 2008.

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