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Title: | دراسات لإرجاع الاحماض الامنية الطبيعية والاميدات مثل البيرولدينات ومركبات تحتوي علي مجموعة النترو باستعمال متعدد المثيل هيدروسلوكسان ورباعي البيوتيل أمونيوم فلوريد |
Other Titles: | Studies on the reduction of natural aminoacids, amides such as pyrrolidines, compounds containing nitro group using tetrabutylammonium fluoride and polymethylhydrosiloxane |
Authors: | دريد, محمد الحبيب صخري, لخضر |
Keywords: | Reduction amino acids amides nitro compounds polymethylhydrosiloxane( PMHS) tetrabutylammonium fluoride (TBAF) |
Issue Date: | 2-Jul-2020 |
Series/Report no.: | ;2020 |
Abstract: | The development of methods and mechanisms for safe and clean reduction is still a vast area for scientific researches. In 1997 N. J. Lawrence; L. Sekhri and co-workers reported the convenient procedure for the reduction of esters, Carboxylic acids, ketones, and aldehydes using tetrabutyl- ammonium fluoride (TBAF) and polymethylhydrosiloxane (PMHS) to the corresponding alcohols. We now found that the same transformation as a mild, environmentally friendly method for reduction of can be achieved with a range of α-aminoacids (1a-1h) which have been converted efficiently to the corresponding β-aminoalcohols: 2-amino-3-methylpentan-1- ol [isoleucinol (2a)], 2-amino-4-(methylthio)butan-1-ol [methioninol (2b)], 2-amino-3- methylbutan-1-ol [valinol (2c)], 2-amino-3-(4’-hydroxyphenyl) propan-1-ol [tyrosinol (2d)], 2-amino-3-phenylethan-1-ol [phenylglycinol (2e)], 2-amino-3-phenylpropan-1-ol [phenylalaninol (2f)], 2-aminoethan-1-ol [glycinol (2g)], and 2-aminopropanol-1-ol [alaninol (2h)], with polymethylhydrosiloxane, PMHS, in the presence of catalytic tetrabutylammonium fluoride, TBAF with > 61% yield. Carboxylic acid derivatives such as amides (3a and 3b) have also been reduced to the corresponding amines: N-ethylaniline (4a) and N-methylaniline (4b) with polymethylhydrosiloxane, PMHS, in the presence of catalytic tetrabutylammonium fluoride, TBAF with > 74% yield. We also found that this transformation can be achieved for the reduction of aromatic nitro compounds to the corresponding amines. A range of aromatic nitro compounds such as (m-Nitroaniline 5a and p-Nitroaniline 6a) have been converted efficiently to the corresponding aromatic amines: 1, 3-diaminobenzene (5b), and 1,4-diaminobenzene (6b) with > 61% yield. The resulting products were identified by comparison their spectra with those of authentic samples |
URI: | http://dspace.univ-ouargla.dz/jspui/handle/123456789/23550 |
Appears in Collections: | département de physique Mastériales |
Files in This Item:
File | Description | Size | Format | |
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محمد الحبِيب دريد.pdf | 6,52 MB | Adobe PDF | View/Open |
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