Silica gel-mediated organic reactions under organic solvent-free conditions

Satoaki Onitsuka, Yong Zhi Jin, Ajam C. Shaikh, Hiroshi Furuno, Junji Inanaga

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

Silica gel was found to be an excellent medium for some useful organic transformations under organic solvent-free conditions, such as (1) the Friedel-Crafts-type nitration of arenes using commercial aqueous 69% nitric acid alone at room temperature, (2) one-pot Wittig-type olefination of aldehydes with activated organic halides in the presence of tributyl-or triphenylphosphine and Hunig's base, and (3) the Morita-Baylis-Hillman reaction of aldehydes with methyl acrylate. After the reactions, the desired products were easily obtained in good to excellent yields through simple manipulation.

Original languageEnglish
Pages (from-to)11469-11483
Number of pages15
JournalMolecules
Volume17
Issue number10
DOIs
Publication statusPublished - Oct 1 2012

Fingerprint

Silica Gel
silica gel
aldehydes
Aldehydes
Organic solvents
nitration
Nitration
Nitric Acid
nitric acid
acrylates
halides
manipulators
vehicles
Temperature
room temperature
products
triphenylphosphine
methyl acrylate

All Science Journal Classification (ASJC) codes

  • Analytical Chemistry
  • Chemistry (miscellaneous)
  • Molecular Medicine
  • Pharmaceutical Science
  • Drug Discovery
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Silica gel-mediated organic reactions under organic solvent-free conditions. / Onitsuka, Satoaki; Jin, Yong Zhi; Shaikh, Ajam C.; Furuno, Hiroshi; Inanaga, Junji.

In: Molecules, Vol. 17, No. 10, 01.10.2012, p. 11469-11483.

Research output: Contribution to journalArticle

Onitsuka, S, Jin, YZ, Shaikh, AC, Furuno, H & Inanaga, J 2012, 'Silica gel-mediated organic reactions under organic solvent-free conditions', Molecules, vol. 17, no. 10, pp. 11469-11483. https://doi.org/10.3390/molecules171011469
Onitsuka, Satoaki ; Jin, Yong Zhi ; Shaikh, Ajam C. ; Furuno, Hiroshi ; Inanaga, Junji. / Silica gel-mediated organic reactions under organic solvent-free conditions. In: Molecules. 2012 ; Vol. 17, No. 10. pp. 11469-11483.
@article{9b829c9652374b23942c1cc03268450d,
title = "Silica gel-mediated organic reactions under organic solvent-free conditions",
abstract = "Silica gel was found to be an excellent medium for some useful organic transformations under organic solvent-free conditions, such as (1) the Friedel-Crafts-type nitration of arenes using commercial aqueous 69{\%} nitric acid alone at room temperature, (2) one-pot Wittig-type olefination of aldehydes with activated organic halides in the presence of tributyl-or triphenylphosphine and Hunig's base, and (3) the Morita-Baylis-Hillman reaction of aldehydes with methyl acrylate. After the reactions, the desired products were easily obtained in good to excellent yields through simple manipulation.",
author = "Satoaki Onitsuka and Jin, {Yong Zhi} and Shaikh, {Ajam C.} and Hiroshi Furuno and Junji Inanaga",
year = "2012",
month = "10",
day = "1",
doi = "10.3390/molecules171011469",
language = "English",
volume = "17",
pages = "11469--11483",
journal = "Molecules",
issn = "1420-3049",
publisher = "Multidisciplinary Digital Publishing Institute (MDPI)",
number = "10",

}

TY - JOUR

T1 - Silica gel-mediated organic reactions under organic solvent-free conditions

AU - Onitsuka, Satoaki

AU - Jin, Yong Zhi

AU - Shaikh, Ajam C.

AU - Furuno, Hiroshi

AU - Inanaga, Junji

PY - 2012/10/1

Y1 - 2012/10/1

N2 - Silica gel was found to be an excellent medium for some useful organic transformations under organic solvent-free conditions, such as (1) the Friedel-Crafts-type nitration of arenes using commercial aqueous 69% nitric acid alone at room temperature, (2) one-pot Wittig-type olefination of aldehydes with activated organic halides in the presence of tributyl-or triphenylphosphine and Hunig's base, and (3) the Morita-Baylis-Hillman reaction of aldehydes with methyl acrylate. After the reactions, the desired products were easily obtained in good to excellent yields through simple manipulation.

AB - Silica gel was found to be an excellent medium for some useful organic transformations under organic solvent-free conditions, such as (1) the Friedel-Crafts-type nitration of arenes using commercial aqueous 69% nitric acid alone at room temperature, (2) one-pot Wittig-type olefination of aldehydes with activated organic halides in the presence of tributyl-or triphenylphosphine and Hunig's base, and (3) the Morita-Baylis-Hillman reaction of aldehydes with methyl acrylate. After the reactions, the desired products were easily obtained in good to excellent yields through simple manipulation.

UR - http://www.scopus.com/inward/record.url?scp=84868148382&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84868148382&partnerID=8YFLogxK

U2 - 10.3390/molecules171011469

DO - 10.3390/molecules171011469

M3 - Article

C2 - 23018922

AN - SCOPUS:84868148382

VL - 17

SP - 11469

EP - 11483

JO - Molecules

JF - Molecules

SN - 1420-3049

IS - 10

ER -