Studies on the Synthesis of Modified Carbazole Scaffolds via Pd II Catalyzed C H Functionalization
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Abstract
Carbazole scaffolds are an important nitrogen-containing heterocyclic compound, known to
newlinepossess an extensive range of application in various fields of chemical sciences. Several carbazole
newlineembedded naturally occurring alkaloids have profound biological activities such as anticancer,
newlineanti-Alzheimer, anti-HIV etc. Various FDA approved drug molecules such as alectinib, carvedilol,
newlinecarazolol etc constituting the carbazole moiety are well utilized for their treatment in hypertensive
newlinedisorders, metastatic breast cancer and small cell lung cancer. Apart from being a bio-active
newlinemolecule, it is well recognized as a vital component in material sciences displaying a significant
newlinerole in organic light-emitting diodes, photovoltaics and solar cells. Owing to widespread
newlineapplications, there exists several methods for the synthesizing carbazole motifs via classical routes,
newlinetransition metal catalysed C-C and C-N oxidative coupling. In particular, cross-coupling reactions
newlineare well utilized for the synthesis as well functionalization of carbazole scaffolds. Although these
newlinereactions have led to essential discoveries, but these are often associated with certain limitations.
newlineIn contrast, transition-metal catalysed C-H activation/functionalization has surfaced as an
newlinealternative to various traditional approaches developed in the past. This protocol generally involves
newlinethe functionalization of organic molecules by activating the unreactive carbon hydrogen bonds via
newlinetransition metal catalyst, thereby making the synthesis more site-selective and step-economical.
newlineKeeping in mind the significance of this approach and varied applications of carbazole scaffold,
newlinethis thesis aims to synthesize carbazole-based unnatural amino acids, functionalized carbazole
newlinemotifs, biaryl-based carbazoles, unsymmetrical bis carbazoles and and#960;-extended bis carbazoles using
newlinepalladium-catalyzed bidentate directing group-assisted C-H functionalization approach.
newlineChapter 1 signifies the prominence of carbazole scaffold and explicates the fundamentals of