eprintid: 5495
rev_number: 10
eprint_status: archive
userid: 1
dir: disk0/00/00/54/95
datestamp: 2005-04-20 08:05:45
lastmod: 2014-04-03 18:56:57
status_changed: 2012-08-14 15:14:55
type: doctoralThesis
metadata_visibility: show
creators_name: Karpov, Alexei S.
title: Multi-component Reactions Initiated via Sonogashira Coupling
title_de: Mehrkomponenten-Reaktionen basierend auf der Sonogashira-Kupplung
ispublished: pub
subjects: ddc-540
divisions: i-120100
adv_faculty: af-12
cterms_swd: Eintopfreaktion
cterms_swd: Sonogashira-Reaktion
cterms_swd: Alkinone
cterms_swd: Heterocyclische Verbindungen
abstract: It was shown that arylbromides bearing electron-withdrawing groups in appropriate positions can be subjected to Sonogashira coupling with terminal alkynes, producing internal alkynes that can now undergo a Michael addition with suitable secondary amines. This coupling-aminovinylation sequence can be performed in a one-pot fashion, providing a straightforward access to push-pull chromophores.  By applying acid chlorides instead of arylbromides, it was possible to synthesize ynones that are highly reactive and valuable intermediates. Furthermore, we succeeded in directly converting these building blocks into beta-enaminones, pyrimidines and halofurans in a one-pot three-component fashion.
abstract_translated_lang: ger
date: 2005
date_type: published
id_scheme: DOI
id_number: 10.11588/heidok.00005495
ppn_swb: 1644025604
own_urn: urn:nbn:de:bsz:16-opus-54956
date_accepted: 2005-04-15
advisor: HASH(0x55fc36bacd18)
language: eng
bibsort: KARPOVALEXMULTICOMPO2005
full_text_status: public
citation:   Karpov, Alexei S.  (2005) Multi-component Reactions Initiated via Sonogashira Coupling.  [Dissertation]     
document_url: https://archiv.ub.uni-heidelberg.de/volltextserver/5495/1/KarpovPhDThesisfinal.pdf