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Gold(III) chloride catalysed synthesis of 5-alkylidene-dihydrothiazoles

Thomas Heugebaert UGent, Leander Vervaecke UGent and Christian Stevens UGent (2011) ORGANIC & BIOMOLECULAR CHEMISTRY. 9(13). p.4791-4794
abstract
A two-step synthesis of dihydrothiazoles from easily available, cheap starting materials is presented. First, the previously unknown N-propargylic dithiocarboimidates are produced in good yields. The subsequent gold catalysed ring closure is fast and efficient, leading to dihydrothiazoles through a cascade of 5-exo-dig cyclisation and 1,3-alkyl migration.
Please use this url to cite or link to this publication:
author
organization
year
type
journalArticle (original)
publication status
published
subject
keyword
glitazones, 5-exo-dig, thiazoles, thio-Claisen, gold, catalysis, ring closure
journal title
ORGANIC & BIOMOLECULAR CHEMISTRY
Org. Biomol. Chem.
volume
9
issue
13
pages
4791 - 4794
Web of Science type
Article
Web of Science id
000291654800016
JCR category
CHEMISTRY, ORGANIC
JCR impact factor
3.696 (2011)
JCR rank
11/56 (2011)
JCR quartile
1 (2011)
ISSN
1477-0520
DOI
10.1039/C1OB05509G
language
English
UGent publication?
yes
classification
A1
copyright statement
I have transferred the copyright for this publication to the publisher
id
1231374
handle
http://hdl.handle.net/1854/LU-1231374
date created
2011-05-24 08:46:37
date last changed
2016-12-19 15:42:50
@article{1231374,
  abstract     = {A two-step synthesis of dihydrothiazoles from easily available, cheap starting materials is presented. First, the previously unknown N-propargylic dithiocarboimidates are produced in good yields. The subsequent gold catalysed ring closure is fast and efficient, leading to dihydrothiazoles through a cascade of 5-exo-dig cyclisation and 1,3-alkyl migration.},
  author       = {Heugebaert, Thomas and Vervaecke, Leander and Stevens, Christian},
  issn         = {1477-0520},
  journal      = {ORGANIC \& BIOMOLECULAR CHEMISTRY},
  keyword      = {glitazones,5-exo-dig,thiazoles,thio-Claisen,gold,catalysis,ring closure},
  language     = {eng},
  number       = {13},
  pages        = {4791--4794},
  title        = {Gold(III) chloride catalysed synthesis of 5-alkylidene-dihydrothiazoles},
  url          = {http://dx.doi.org/10.1039/C1OB05509G},
  volume       = {9},
  year         = {2011},
}

Chicago
Heugebaert, Thomas, Leander Vervaecke, and Christian Stevens. 2011. “Gold(III) Chloride Catalysed Synthesis of 5-alkylidene-dihydrothiazoles.” Organic & Biomolecular Chemistry 9 (13): 4791–4794.
APA
Heugebaert, T., Vervaecke, L., & Stevens, C. (2011). Gold(III) chloride catalysed synthesis of 5-alkylidene-dihydrothiazoles. ORGANIC & BIOMOLECULAR CHEMISTRY, 9(13), 4791–4794.
Vancouver
1.
Heugebaert T, Vervaecke L, Stevens C. Gold(III) chloride catalysed synthesis of 5-alkylidene-dihydrothiazoles. ORGANIC & BIOMOLECULAR CHEMISTRY. 2011;9(13):4791–4.
MLA
Heugebaert, Thomas, Leander Vervaecke, and Christian Stevens. “Gold(III) Chloride Catalysed Synthesis of 5-alkylidene-dihydrothiazoles.” ORGANIC & BIOMOLECULAR CHEMISTRY 9.13 (2011): 4791–4794. Print.