Construction of C-C & C-Heteroatom bonds via C-H functionalization and cascade strategies

Abstract

The contents of this thesis have been divided into five chapters based on the results of experimental works performed during the complete course of the research period. The introductory chapter of the thesis presents an overview on different aspects of CH functionalization and cascade reactions: advantages, challenges and solutions of them. All the other chapters emphasize on CC, CO, CS and CN bond forming reactions via metal-catalyzed/mediated CH functionalization using strategies like cross-dehydrogenative coupling, functional group directed CH bond functionalization and cascade reactions involving isocyanides, 2-alkynylanilines and aryl isothiocyanates.Chapter II illustrates a protocol for copper-catalyzed synthesis of phenol carbamates from dialkylformamides and phenols possessing benzothiazole, quinoline and formyl as directing groups at their ortho-position.Chapter III describes the use of methylarenes as aroyl surrogates toward S-aroylation of thiols and regiospecific acylation of N-heterocycles catalyzed by copper and aluminum salts respectively.Chapter IV demonstrates a cascade synthesis of dihydrobenzofurans and Aurones via palladium-catalyzed insertion of isocyanides into 2-halophenoxy acrylates.Chapter V describes about the cascade reactions involving internal alkynes for the synthesis of benzofuran [3,2-c] quinolin-6[5-H]ones using Cs2CO3 as carbonyl as well as oxygen source and indolo[2,3-b]quinolines from 2-(phenylethynyl)anilines and aryl isothiocyanates in the presence of copper and silver salts respectively.