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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
; and
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
additional info
The information about affiliations in this record was updated in December 2015. The record was previously connected to the following departments: Organic chemistry (S/LTH) (011001240)
id
8ad6b23b-fe7f-4a71-a9f1-038265e16c63 (old id 319797)
date added to LUP
2016-04-01 15:38:47
date last changed
2022-02-27 08:03:06
@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}},
}