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Synthesis of Substituted Benzo[b]indolizidines and Benzo[b]quinolizidines via Ring-Opening of 3-Bromo-2,5-dimethylthiophene-1,1-dioxide

Tsirk, Anders; Gronowitz, Salo LU and Hörnfeldt, Anna-Britta LU (1997) In Tetrahedron 53(2). p.771-784
Abstract
A new method for the preparation of benzo[b]indolizidines and benzo[b]quinolizidines based on two reactions: an amine induced ring-opening of 3-bromo-2,5-dimethylthiophene-1,1-dioxide (1) with 2-allyl-pyrrolidine (2), 2-allylpiperidine (3), 2-[2-(1',3'-dithiolan)methyl]pyrrolidine (4) and 2-[2-(1'-3'-dithiolan)methyl]piperidine (5); and an intramolecular Diels-Alder reaction, is described. Copyright (C) 1996 Elsevier Science Ltd
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author
organization
publishing date
type
Contribution to journal
publication status
published
subject
in
Tetrahedron
volume
53
issue
2
pages
771 - 784
publisher
Elsevier
external identifiers
  • scopus:0031012765
ISSN
0040-4020
DOI
10.1016/S0040-4020(96)01019-8
language
English
LU publication?
yes
id
4ba39d78-438f-45fb-adaa-f998a5e7d865 (old id 33192)
date added to LUP
2007-06-19 14:36:43
date last changed
2017-01-01 06:43:54
@article{4ba39d78-438f-45fb-adaa-f998a5e7d865,
  abstract     = {A new method for the preparation of benzo[b]indolizidines and benzo[b]quinolizidines based on two reactions: an amine induced ring-opening of 3-bromo-2,5-dimethylthiophene-1,1-dioxide (1) with 2-allyl-pyrrolidine (2), 2-allylpiperidine (3), 2-[2-(1',3'-dithiolan)methyl]pyrrolidine (4) and 2-[2-(1'-3'-dithiolan)methyl]piperidine (5); and an intramolecular Diels-Alder reaction, is described. Copyright (C) 1996 Elsevier Science Ltd},
  author       = {Tsirk, Anders and Gronowitz, Salo and Hörnfeldt, Anna-Britta},
  issn         = {0040-4020},
  language     = {eng},
  number       = {2},
  pages        = {771--784},
  publisher    = {Elsevier},
  series       = {Tetrahedron},
  title        = {Synthesis of Substituted Benzo[b]indolizidines and Benzo[b]quinolizidines via Ring-Opening of 3-Bromo-2,5-dimethylthiophene-1,1-dioxide},
  url          = {http://dx.doi.org/10.1016/S0040-4020(96)01019-8},
  volume       = {53},
  year         = {1997},
}