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Warinthorn Chavasiril. Phytic acid as a metal-free catalyst for the synthesis of allylamine derivatives. (). King Mongkut's University of Technology North Bangkok. Central Library. : , 2023.
Phytic acid as a metal-free catalyst for the synthesis of allylamine derivatives
Name: Pham, Van Can
Organization :
Chulalongkorn University. Faculty of Science
Name: Lalita Radtanajiravong
Organization :
University of Phayao. School of Science
Name: Warinthorn Chavasiril
Organization :
Chulalongkorn University. Faculty of Science
Email :
warinthom.c@chula.ac.th
keyword:
Chemical catalysts
LCSH:
Phytic acid
LCSH:
Catalysts
Abstract:
Allylamine is a valuable building block found in natural products, pharmaceuticals, and other
synthetics. Nucleophilic substitution of allylic alcohols is a straightforward methodology for affording a series
of allylic amines. However, this strategy has two main drawbacks. Firstly, the poor ability as a leaving group
of hydroxy1, and secondly the formation of a stoichiometric amount of water which requires the use of a water-
tolerant catalyst. Therefore, the development of new catalytic systems to overcome these limitations is of
interest. Phytic acid, a new phosphoric acid organocatalyst derived from oilseeds, legumes, cereals, nuts, and
pollens, is employed as a Bronsted acid to promote this substitution reaction. To determine the optimal
conditions, (E)-1,3-diphenylprop-2-en-1-ol and p-toluidine were chosen as chemical models. A variety of
reaction parameters including catalyst loadings, solvents, temperature, and time were screened. It was found
that 2.5 mol % of phytic acid in toluene at 1 10 *C were the optimal conditions to produce the desired allylamine
in good yield. The arylation side reaction was minimized under these conditions. Various aniline derivatives
were screened as nucleophiles and successfully produced allylamine derivatives (up to 98% yield). The
regioselectivity of N-allylation of unsymmetrical ally1 alcobols was also examined.
King Mongkut's University of Technology North Bangkok. Central Library
Address:
BANGKOK
Email:
library@kmutnb.ac.th
Created:
2023
Modified:
2023-07-03
Issued:
2023-07-03
บทความ/Article
application/pdf
BibliograpyCitation :
In Mae Fah Luang University. School of Science. The Pure and Applied Chemistry International Conference 2023 (PACCON 2023) (pp.808-813). Chiang Rai : Mae Fah Luang University
eng
©copyrights King Mongkut's University of Technology North Bangkok
RightsAccess:
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0.030802 วินาที
Pham, Van Can
| Title | Contributor | Type |
|---|---|---|
| Phytic acid as a metal-free catalyst for the synthesis of allylamine derivatives
มหาวิทยาลัยเทคโนโลยีพระจอมเกล้าพระนครเหนือ Pham, Van Can;Lalita Radtanajiravong;Warinthorn Chavasiril | บทความ/Article |
Lalita Radtanajiravong
| Title | Contributor | Type |
|---|---|---|
| Phytic acid as a metal-free catalyst for the synthesis of allylamine derivatives
มหาวิทยาลัยเทคโนโลยีพระจอมเกล้าพระนครเหนือ Pham, Van Can;Lalita Radtanajiravong;Warinthorn Chavasiril | บทความ/Article |
Warinthorn Chavasiril
| Title | Contributor | Type |
|---|---|---|
| Structural modification of tanshinone IIA and their a-glucosidase inhibitory activity
มหาวิทยาลัยเทคโนโลยีพระจอมเกล้าพระนครเหนือ Mutita Kongphet;Hang, Hoa Tai Xuan;Warinthorn Chavasiril | บทความ/Article | |
| Phytic acid as a metal-free catalyst for the synthesis of allylamine derivatives
มหาวิทยาลัยเทคโนโลยีพระจอมเกล้าพระนครเหนือ Pham, Van Can;Lalita Radtanajiravong;Warinthorn Chavasiril | บทความ/Article |