eprintid: 32578
rev_number: 15
eprint_status: archive
userid: 7131
dir: disk0/00/03/25/78
datestamp: 2023-01-11 13:12:27
lastmod: 2023-11-28 10:42:03
status_changed: 2023-02-03 07:11:20
type: doctoralThesis
metadata_visibility: show
creators_name: Wu, Zuozuo
title: Functionalized Molecular Diversity by Gold-Catalyzed Activation of Alkynes
subjects: ddc-540
divisions: i-120100
adv_faculty: af-12
abstract: In Chapter 2, a gold-catalyzed reaction of a bromoalkyne with anthranils to synthesis α-ketoamides is covered. In this reaction, two equivalents nitrene are used to functionalize a C-C triple bond by gold catalysis. Subsequently one equivalent nitrene remains in the amide function of the desired product, while the other equivalent of nitrene is eliminated during the hydrolysis process as an amine. This particular hydrolysis of the intermediate α-iminoimidoyl halides opens access to α-ketoamides for a wide range of haloalkynes.
 
In Chapter 3, a one-step gold-catalyzed hydroamination of alkynes with hydroxylamine-O-sulfonic acid (HOSA) is reported. In this reaction, the limits that traditional synthesis of oximes is highly dependent on carbonyl compounds, is overcome, which expands the diversity of accessible oximes. Green chemistry metrics for this facile reaction are also calculated, this process shows 100% carbon efficiency.
date: 2023
id_scheme: DOI
id_number: 10.11588/heidok.00032578
ppn_swb: 1871466806
own_urn: urn:nbn:de:bsz:16-heidok-325781
date_accepted: 2022-12-14
advisor: HASH(0x561a62ace348)
language: eng
bibsort: WUZUOZUOFUNCTIONAL20221222
full_text_status: public
place_of_pub: Heidelberg
citation:   Wu, Zuozuo  (2023) Functionalized Molecular Diversity by Gold-Catalyzed Activation of Alkynes.  [Dissertation]     
document_url: https://archiv.ub.uni-heidelberg.de/volltextserver/32578/1/Doctoral%20Thesis_ZuozuoWu.pdf