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

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

doi:10.3390/molecules171011469

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 journal › Article › peer-review

22 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 language	English
Pages (from-to)	11469-11483
Number of pages	15
Journal	Molecules
Volume	17
Issue number	10
DOIs	https://doi.org/10.3390/molecules171011469
Publication status	Published - Oct 2012

All Science Journal Classification (ASJC) codes

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

Access to Document

10.3390/molecules171011469

Cite this

@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 = oct,

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

Y1 - 2012/10

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

SN - 1420-3049

VL - 17

SP - 11469

EP - 11483

JO - Molecules

JF - Molecules

IS - 10

ER -

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

Abstract

All Science Journal Classification (ASJC) codes

Access to Document

Other files and links

Fingerprint

Cite this