An easy access to carbazolones and 2,3-disubstituted indoles

Donala Janreddy, Veerababurao Kavala, J. W.John Bosco, Chun Wei Kuo, Ching Fa Yao

Research output: Contribution to journalArticle

36 Citations (Scopus)

Abstract

Synthesis of carbazol-4-ones, 3,4-dihydrocyclopental-indol-1-one, and indole derivatives by a Fe/AcOH-mediated intramolecular reductive N-heteroannulation of 3-hydroxy-2-(2-nitrophenyl)enones is demonstrated. The same protocol has been extended to access indolocarbazolone and indoloquinolone derivatives. Synthesis ofderivatives by a Fe/AcOH-mediated intramolecular reductive N-heteroannulation strategy is demonstrated. The starting materials were easily accessed from C-arylation of 1,3-diketones by o-nitroiodobenzenes.

Original languageEnglish
Pages (from-to)2360-2365
Number of pages6
JournalEuropean Journal of Organic Chemistry
Issue number12
DOIs
Publication statusPublished - 2011 Apr 1

Fingerprint

Indoles
indoles
Derivatives
synthesis
indole

Keywords

  • Cyclization
  • Iron
  • Nitrogen heterocycles

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

An easy access to carbazolones and 2,3-disubstituted indoles. / Janreddy, Donala; Kavala, Veerababurao; Bosco, J. W.John; Kuo, Chun Wei; Yao, Ching Fa.

In: European Journal of Organic Chemistry, No. 12, 01.04.2011, p. 2360-2365.

Research output: Contribution to journalArticle

Janreddy, Donala ; Kavala, Veerababurao ; Bosco, J. W.John ; Kuo, Chun Wei ; Yao, Ching Fa. / An easy access to carbazolones and 2,3-disubstituted indoles. In: European Journal of Organic Chemistry. 2011 ; No. 12. pp. 2360-2365.
@article{cb27ad6d64b34ab78a43533a0ad0ee80,
title = "An easy access to carbazolones and 2,3-disubstituted indoles",
abstract = "Synthesis of carbazol-4-ones, 3,4-dihydrocyclopental-indol-1-one, and indole derivatives by a Fe/AcOH-mediated intramolecular reductive N-heteroannulation of 3-hydroxy-2-(2-nitrophenyl)enones is demonstrated. The same protocol has been extended to access indolocarbazolone and indoloquinolone derivatives. Synthesis ofderivatives by a Fe/AcOH-mediated intramolecular reductive N-heteroannulation strategy is demonstrated. The starting materials were easily accessed from C-arylation of 1,3-diketones by o-nitroiodobenzenes.",
keywords = "Cyclization, Iron, Nitrogen heterocycles",
author = "Donala Janreddy and Veerababurao Kavala and Bosco, {J. W.John} and Kuo, {Chun Wei} and Yao, {Ching Fa}",
year = "2011",
month = "4",
day = "1",
doi = "10.1002/ejoc.201001357",
language = "English",
pages = "2360--2365",
journal = "Annalen der Pharmacie",
issn = "0075-4617",
publisher = "Wiley-VCH Verlag",
number = "12",

}

TY - JOUR

T1 - An easy access to carbazolones and 2,3-disubstituted indoles

AU - Janreddy, Donala

AU - Kavala, Veerababurao

AU - Bosco, J. W.John

AU - Kuo, Chun Wei

AU - Yao, Ching Fa

PY - 2011/4/1

Y1 - 2011/4/1

N2 - Synthesis of carbazol-4-ones, 3,4-dihydrocyclopental-indol-1-one, and indole derivatives by a Fe/AcOH-mediated intramolecular reductive N-heteroannulation of 3-hydroxy-2-(2-nitrophenyl)enones is demonstrated. The same protocol has been extended to access indolocarbazolone and indoloquinolone derivatives. Synthesis ofderivatives by a Fe/AcOH-mediated intramolecular reductive N-heteroannulation strategy is demonstrated. The starting materials were easily accessed from C-arylation of 1,3-diketones by o-nitroiodobenzenes.

AB - Synthesis of carbazol-4-ones, 3,4-dihydrocyclopental-indol-1-one, and indole derivatives by a Fe/AcOH-mediated intramolecular reductive N-heteroannulation of 3-hydroxy-2-(2-nitrophenyl)enones is demonstrated. The same protocol has been extended to access indolocarbazolone and indoloquinolone derivatives. Synthesis ofderivatives by a Fe/AcOH-mediated intramolecular reductive N-heteroannulation strategy is demonstrated. The starting materials were easily accessed from C-arylation of 1,3-diketones by o-nitroiodobenzenes.

KW - Cyclization

KW - Iron

KW - Nitrogen heterocycles

UR - http://www.scopus.com/inward/record.url?scp=79953711492&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=79953711492&partnerID=8YFLogxK

U2 - 10.1002/ejoc.201001357

DO - 10.1002/ejoc.201001357

M3 - Article

AN - SCOPUS:79953711492

SP - 2360

EP - 2365

JO - Annalen der Pharmacie

JF - Annalen der Pharmacie

SN - 0075-4617

IS - 12

ER -