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Rearrangement of spiro [2H-1-benzopyran-2,2 '-[2H] indoles] to pyrrolo[1,2-a]indole derivatives

Martynaitis, V; Sackus, A and Berg, Ulf LU (2002) In Journal of Heterocyclic Chemistry 39(6). p.1123-1128
Abstract
Heating of 1'-(N-substituted carbamoyl)methylspiro[2H-1-benzopyran-2,2'-[2H]indoles] with potassium hydroxide in ethanol yields diastereomeric 5a,13-methano-6H-1,3-benzoxazepino[3,2-a]indole-12-carboxamides. Reduction of the latter with sodium borohydride affords 1,2,3,9a-tetrahydro-2-hydroxyaryl-9H-pyrrolo[1,2-a]indole-3-carboxamides .
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author
organization
publishing date
type
Contribution to journal
publication status
published
subject
in
Journal of Heterocyclic Chemistry
volume
39
issue
6
pages
1123 - 1128
publisher
Journal of Heterocyclic Chemistry
external identifiers
  • wos:000180476400002
  • scopus:0036875684
ISSN
0022-152X
language
English
LU publication?
yes
id
8ad6b23b-fe7f-4a71-a9f1-038265e16c63 (old id 319797)
date added to LUP
2007-11-02 11:16:12
date last changed
2017-01-01 06:43:48
@article{8ad6b23b-fe7f-4a71-a9f1-038265e16c63,
  abstract     = {Heating of 1'-(N-substituted carbamoyl)methylspiro[2H-1-benzopyran-2,2'-[2H]indoles] with potassium hydroxide in ethanol yields diastereomeric 5a,13-methano-6H-1,3-benzoxazepino[3,2-a]indole-12-carboxamides. Reduction of the latter with sodium borohydride affords 1,2,3,9a-tetrahydro-2-hydroxyaryl-9H-pyrrolo[1,2-a]indole-3-carboxamides .},
  author       = {Martynaitis, V and Sackus, A and Berg, Ulf},
  issn         = {0022-152X},
  language     = {eng},
  number       = {6},
  pages        = {1123--1128},
  publisher    = {Journal of Heterocyclic Chemistry},
  series       = {Journal of Heterocyclic Chemistry},
  title        = {Rearrangement of spiro [2H-1-benzopyran-2,2 '-[2H] indoles] to pyrrolo[1,2-a]indole derivatives},
  volume       = {39},
  year         = {2002},
}