Novel Methodology Towards the Indole Core and Iron-Catalyzed Electrophilic Hydroamination of Alkenes /

Bibliographic Details
Main Author: Huehls, Christopher Bryan (Author)
Other Authors: Yang, Jiong (Thesis advisor)
Format: Thesis eBook
Language:English
Published: [College Station, Texas] : [Texas A & M University], [2015]
Subjects:
Online Access:Link to OAK Trust copy

MARC

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099 |a 2014  |a Dissertation  |a 1969.1/152597 
100 1 |a Huehls, Christopher Bryan,  |e author. 
245 1 0 |a Novel Methodology Towards the Indole Core and Iron-Catalyzed Electrophilic Hydroamination of Alkenes /  |c by Christopher Bryan Huehls. 
264 1 |a [College Station, Texas] :  |b [Texas A & M University],  |c [2015] 
300 |a 1 online resource. 
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500 |a "Major Subject: Chemistry" 
500 |a Includes vita. 
502 |b Doctor of Philosophy  |c Texas A & M University  |d 2014  |o http://hdl.handle.net/1969.1/152597 
504 |a Includes bibliographical references. 
516 |a Text (Dissertation) 
520 3 |a Indole-containing structures and their generation still draw much attention because of their ubiquity in natural products, medicinal compounds, and organic materials. Given this prevalence, synthetic methods toward these structural motifs are numerous, each with a distinct set of advantages and disadvantages. One significant challenge is the generation of 3,3-disubstituted indolines that are frequently encountered in indole cores. The discovery, optimization, and scope of a C3-quaternary indolenine synthesis, as well as, efforts to expand the methodology for the generation of higher order indole-containing polycycles, will be discussed. This novel reactivity also lead to a generalized synthesis of α,β-unsaturated N-aryl ketonitrones which has few literature examples. A modest start to realizing the success of 3-substituted non-N-protected indoles as a Michael donor will also be explored. Green chemistry continues to play an important role in creating a sustainable world. At the core of green chemistry is the reduction or elimination of the use or generation of hazardous substances. Catalysis by definition is green by reduction; however, many of the catalytic systems utilize toxic metals that can hamper or cause further concerns with allowable limits on industrial scales. Iron catalyzed reactions seek to replace these toxic metals with a benign one that is also relatively cheap. Nitrogen containing compounds are an important feed stock for the pharmaceutical and other industries. The iron catalyzed intermolecular hydroamination of alkenes with electrophilic amines will be discussed. The electronic version of this dissertation is accessible from http://hdl.handle.net/1969.1/152597 
588 |a Description from author supplied metadata (automated record created 2015-01-09 15:05:10). 
650 4 |a Major Chemistry. 
653 |a Indole 
653 |a Indolenine 
653 |a Nitrone 
653 |a Pyrroloindoline 
653 |a Hydrocarbazole 
653 |a Conjugate addition 
653 |a Iron 
653 |a Amination 
653 |a Hydroamination 
700 1 |a Yang, Jiong,  |e thesis advisor. 
710 2 |a Texas A & M University,  |e degree granting institution. 
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