Site-selective C-H Functionalization using Directing Group Strategy via C-H Bond Activation

Abstract

The thesis entitled “Site-selective C-H Functionalization using Directing Group Strategy via C-H Bond Activation” is divided into two sections. Section A, is presented in four chapters, comprising the work on the aromatic ortho-C-H addition to maleimide, mechanistic studies with DFT, ortho-C-H oxidative Heck reaction with maleimides, and ortho-C-H addition to maleimide with a deciduous/traceless directing group. Section B describes a formal oxidative [2+2+2] benzannulation of indoles with alkynes via a directing group strategy. Publications: 1. Ru (II)-Catalyzed C–H Activation: Ketone-Directed Novel 1, 4-Addition of Ortho C–H Bond to Maleimides KR Bettadapur, V Lanke, KR Prabhu; Org. Lett., 2015, 17, 4658-4661 2. A Deciduous Directing Group Approach for the Addition of Aryl and Vinyl nucleophiles to Maleimides KR Bettadapur, V Lanke, KR Prabhu; Chem. Comm., 2017, 53, 6251-6254 3. Weak Directing Group Steered Formal [2+2+2]- Oxidative Cycloaddition for Selective Benzannulation of Indoles KR Bettadapur, R Kapanaiah, V Lanke and KR Prabhu; J. Org. Chem., DOI: 10.1021/acs.joc.7b02719