Towards development of novel strategies for synthesis of fused heterocyclic and carbocyclic frameworks and himanimide a using baylis hillman adducts

Abstract

The Baylis-Hillman reaction is an atom-economy three component carbon-carbon bond forming reaction involving the coupling of and#945;-position of activated alkene with an electrophile under the influence of a catalyst / catalytic system producing interesting and useful classes of highly functionalized molecules. These multifunctional molecules, usually known as Baylis-Hillman adducts, have been elegantly employed in various organic transformation methodologies and also in the synthesis of biologically active molecules and natural products. Our research group has been working on various aspects of this fascinating reaction for the last several years with the main objective of developing Baylis-Hillman adducts as a valuable source for the synthesis of various heterocyclic and carbocyclic molecules in a one-pot multistep reaction strategy. This thesis deals with applications of Baylis-Hillman adducts in synthesis of heterocyclic / carbocyclic molecules and also synthesis of himanimide A and consists of three chapters 1) Introduction 2) Objectives, Results and Discussion and 3) Experimental. The first chapter, i.e., Introduction presents a brief literature survey on the recent and relevant developments in the Baylis?Hillman reaction and also on applications of the Baylis?Hillman adducts in synthetic organic chemistry. The second chapter deals with the development of simple and convenient methodologies for synthesis of heterocyclic / carbocyclic molecules from the Baylis-Hillman adducts with the following main objectives. OBJECTIVE 1) To develop a facile methodology for synthesis of functionalized tri-/tetracyclic frameworks containing azocine moiety as one of the central rings using the Baylis-Hillman acetates as the starting materials. 2) To develop a simple, one-pot, and facile synthetic strategy for synthesis of angularly fused [6-7-5], [6-7-6], [6-7-7] and [6,7] carbocyclic ring systems containing cycloheptane as the central ring using the Baylis-Hillman acetates as the starting materials.