β-Phenylethylamines and the isoquinoline alkaloids

Bentley, K. W.

doi:10.1039/np9860300153

Cited by 13 publications

(4 citation statements)

References 19 publications

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“…This application of our method is of special interest, as 2-phenylethylamine and its derivatives are important for their biological activity and wide natural occurrence (37)(38)(39)(40)(41)(42)(43)(44)(45).…”

Section: Substituent Injluencesmentioning

confidence: 99%

A versatile method for the N, N-dialkylation of aromatic amines via Grignard reactions on N,N-bis(benzotriazolylmethyl)arylamines

Katritzky¹,

Rachwał²,

Wu³

1990

Can. J. Chem.

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Grignard reactions of N,N-bis(benzotriazolylmethyl)arylamines afford the corresponding N,N-dialkylarylamines in high yields. Electron-releasing substituents on the aryl ring facilitate the reaction. Arylamines are N,N-dialkylated with two different alkyl groups by a stepwise procedure: N-benzotriazolylmethylation of an amine followed by a Grignard reaction to introduce the first alkyl group, and repetition of the same procedure to introduce the second alkyl group. Grignard reagents derived from 1,4-dihalobutane, upon reaction with N,N-bis(benzotriazolylmethyl)arylamines, give the corresponding N-aryl-hexahydroazepines together with acyclic products. Keywords: azepine, tertiary arylamines.

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Section: Substituent Injluencesmentioning

confidence: 99%

A versatile method for the N, N-dialkylation of aromatic amines via Grignard reactions on N,N-bis(benzotriazolylmethyl)arylamines

Katritzky¹,

Rachwał²,

Wu³

1990

Can. J. Chem.

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“…15.4). (Baker, 1996;Bentley, 2006;Hu et al, 2003a;Schiff Jr, 1987;Thomas, 2004) Isoquinoline alkaloids are an extremely large group of alkaloids mostly occurring in higher plants, but few groups are also isoquinolinoid marine alkaloids. Isoquinoline nucleus is the basic structural feature.…”

Section: Classification Established Upon the Ring Structurementioning

confidence: 99%

Analysis of alkaloids (indole alkaloids, isoquinoline alkaloids, tropane alkaloids)

Dey

Kundu

Kumar

et al. 2020

Recent Advances in Natural Products Analysis

214

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“…Anabasine occurs in tobacco, where it is formed from lysine and nicotinic acid, while in the legume and chenopod species this can be synthesized from two molecules of lysine [39]. Similarly, the alkaloids like isoquinoline alkaloids, tropane alkaloids, indole alkaloids etc have also been diagnostic in taxonomic delineation of taxa [41,42].…”

Section: Alkaloids In Chemotaxonomymentioning

confidence: 99%

Chemotaxonomy: The Role of Phytochemicals in Chemotaxonomic Delineation of Taxa

Umoh

2020

APRJ

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Chemotaxonomy is concerned with the systematic study of phytochemical variation between plants. This variation has been essentially used for classification purposes ever since 'folk taxonomies', based on certain obvious plant characteristics which were instinctively employed by mankind centuries ago which included characters such as edibility, taste, colour, smell and medicinal value were founded subjectively on such chemical properties. The growth in the knowledge of the chemical complexity of plants became high from the desires of Europeans for exotic spices and condiments which provoked investigations into their medicinal properties. This Knowledge about the subject was summarised in herbals and concentrated on information about physiologically active secondary metabolite such as alkaloids and saponins. During the eighteenth and nineteenth centuries knowledge in the field increased and some taxonomists made use of several chemical characteristics in attempts to delineate plants taxa and to demonstrate their phylogeny. Chemotaxonomy has undoubtedly made a big contribution to taxonomic work in the past and will most certainly continue to do so in future. The valuable information it offers is best used in conjunction with other sources of taxonomic evidence and thus a multidisciplinary approach is required in order to establish a system of classification which reflects natural relationships as accurately as possible.

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β-Phenylethylamines and the isoquinoline alkaloids

Cited by 13 publications

References 19 publications

A versatile method for the N, N-dialkylation of aromatic amines via Grignard reactions on N,N-bis(benzotriazolylmethyl)arylamines

A versatile method for the N, N-dialkylation of aromatic amines via Grignard reactions on N,N-bis(benzotriazolylmethyl)arylamines

Analysis of alkaloids (indole alkaloids, isoquinoline alkaloids, tropane alkaloids)

Chemotaxonomy: The Role of Phytochemicals in Chemotaxonomic Delineation of Taxa

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