Thionation of bisindole derivatives with P4S10 or elemental sulfur
(2002) In Journal of the Chemical Society - Perkin Transactions 1 p.330-334- Abstract
- Thionation reactions of several bisindole derivatives using elemental sulfur or P4S10 in pyridine have been studied, leading to formation of several novel structures. The reaction of indigo or isatin with P4S10 gave the structurally new salt 10, which could be transformed into the ethyl derivative 11. The first example of a thionated indigo derivative, monothioindigo (6), was isolated in low yield from the thionation of isatin. Treatment of 3,3'-biindolyl with sulfur in hot DMF produced the previously known tetrasulfide 1, which was studied by X-ray crystallography, thus also establishing that 1 is chiral in the crystalline state. The structure of an additional thionation product, the thienoindole derivative 34 was also solved using X-ray... (More)
- Thionation reactions of several bisindole derivatives using elemental sulfur or P4S10 in pyridine have been studied, leading to formation of several novel structures. The reaction of indigo or isatin with P4S10 gave the structurally new salt 10, which could be transformed into the ethyl derivative 11. The first example of a thionated indigo derivative, monothioindigo (6), was isolated in low yield from the thionation of isatin. Treatment of 3,3'-biindolyl with sulfur in hot DMF produced the previously known tetrasulfide 1, which was studied by X-ray crystallography, thus also establishing that 1 is chiral in the crystalline state. The structure of an additional thionation product, the thienoindole derivative 34 was also solved using X-ray crystallography. (Less)
Please use this url to cite or link to this publication:
https://lup.lub.lu.se/record/344406
- author
- Janosik, Tomasz ; Bergman, Jan ; Stensland, Birgitta and Stålhandske, Claes-Ivar LU
- organization
- publishing date
- 2002
- type
- Contribution to journal
- publication status
- published
- subject
- in
- Journal of the Chemical Society - Perkin Transactions 1
- issue
- 3
- pages
- 330 - 334
- publisher
- Royal Society of Chemistry
- external identifiers
-
- wos:000173477700008
- scopus:0036007706
- ISSN
- 1472-7781
- DOI
- 10.1039/b109840c
- language
- English
- LU publication?
- yes
- id
- 9009b878-4777-44b2-ab0e-55152fefe7b9 (old id 344406)
- date added to LUP
- 2016-04-01 17:09:34
- date last changed
- 2023-04-03 16:03:30
@article{9009b878-4777-44b2-ab0e-55152fefe7b9,
abstract = {{Thionation reactions of several bisindole derivatives using elemental sulfur or P4S10 in pyridine have been studied, leading to formation of several novel structures. The reaction of indigo or isatin with P4S10 gave the structurally new salt 10, which could be transformed into the ethyl derivative 11. The first example of a thionated indigo derivative, monothioindigo (6), was isolated in low yield from the thionation of isatin. Treatment of 3,3'-biindolyl with sulfur in hot DMF produced the previously known tetrasulfide 1, which was studied by X-ray crystallography, thus also establishing that 1 is chiral in the crystalline state. The structure of an additional thionation product, the thienoindole derivative 34 was also solved using X-ray crystallography.}},
author = {{Janosik, Tomasz and Bergman, Jan and Stensland, Birgitta and Stålhandske, Claes-Ivar}},
issn = {{1472-7781}},
language = {{eng}},
number = {{3}},
pages = {{330--334}},
publisher = {{Royal Society of Chemistry}},
series = {{Journal of the Chemical Society - Perkin Transactions 1}},
title = {{Thionation of bisindole derivatives with P4S10 or elemental sulfur}},
url = {{http://dx.doi.org/10.1039/b109840c}},
doi = {{10.1039/b109840c}},
year = {{2002}},
}