Ugi reaction

7,842 views 10 slides Dec 02, 2019
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SEMINAR ON ADVANCE ORGANIC CHEMISTRY-I (MPC 102T) TOPIC: UGI REACTION Prepared By: Abu Saleh Nizam Uddin Siddik

A multi component reaction (MCR) between a ketone or aldehyde , an amine , an isocyanide and a carboxylic acid to form a bis -amide ( α- aminoacyl amide derivatives) . Reported first by Prof. Ivar Karl Ugi in the year 1959. INTRODUCTION

GENERAL REACTION

Exothermic Reaction. Usually completes in minutes after isocyanide addition. This is an uncatalyzed reaction. Has high atom economy as only a molecule of water is lost. High chemical yield. Changing substituents, R 1 , R 2 , R 3 , R 4 and R 5 a huge chemical Libraries can be built. CHARACTERISTICS

REACTION MECHANISM

Ugi –Diels–Alder reaction

Exploited explicitly to develop chemical libraries. Using the principles of combinatorial chemistry it is used to synthesize a great number of different compounds in one reaction. Using the Ugi reaction in combination with other reactions enlarges the chemical diversity of possible products APPLICATIONS

Crixivan can be prepared using the Ugi reaction. Many of the  caine -type anesthetics are synthesized using this reaction. Examples include  lidocaine  and  bupivacaine . APPLICATIONS

Boukis A. C., et al., “ Multicomponent Reactions Provide Key Molecules for Secret Communication”, Nature Communications, 2018, 9:1439. https://www.organic-chemistry.org/namedreactions/ugi-reaction.shtm https://www.organic-reaction.com/organic-reaction/multi-component-reactions/ugi-reaction/ BIBLIOGRAPHY