Ashraf Abdel-Fattah

• Doctor of Philosophy, Organic Chemistry
• Professor at Benha University, Faculty of Science

Benzotriazolylalkyl chlorides 5 react with (hetero)aromatic Grignard reagents generated from the corresponding halogen derivatives to afford benzotriazoloalkyl(hetero)aromatic compounds 8a-k and 10a-c in good yields.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

N-Protected dipeptidoylbenzotriazoles react with aqueous ammonia to give dipeptide primary amides (77–98%) and with N-unprotected α-amino amides to afford tripeptide primary amides (82–86%).

(Chemical Equation Presented) N-Protected-(aminoacyl)benzotriazoles 1a-e,g,i,j,1a′-c′ convert heterocyclic amines of the following series: thiazoles (3a and 3a′), benzothiazoles (3b and 3b′), benzimidazoles (3c and 3c′), thiadiazoles (3d), pyrimidones (9a,b,a′), pyrazoles (11a,b), and pyridines (13a-g, 13d′) under microwave irradiation, into N-subs...

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Reactions of readily available and stable 1-(alpha-alkoxyalkyl)benzotriazoles type 9a, b and 10a-d with a variety of silyl enol ethers 11 or 1,3-dicarbonyl compounds 13 give the expected ketones 12a-l (60-92%), beta-keto esters 14a, b (62-67%), and malonates 14c,d (79-88%) in which a tetrahydrofuran or tetrahydropyran moiety has been introduced at...

Novel syntheses of beta-thioamido ketones via thioamidoalkylations of malonates, beta-keto esters, beta-diketones, enol silyl ethers, and enamines with N-(alpha-thioamidoalkyl)benzotriazoles are described.

Reactions of readily available and stable benzotriazolemethanamines 1a–l, obtained from aldehydes and secondary amines (Scheme 2), gave the expected alk-2-yn-1-amines 3a–t (Scheme 3). The amphiphilic character of the synthesized products was responsible for physicochemical measurements. Specific aggregation properties of the obtained compounds make...

N-(α-Aminoalkyl)benzotriazoles, prepared from a variety of aldehydes and secondary amines, react with diverse ester enolates, sulfones, a sulfoxide, alkylated pyridines, and nitriles to provide novel access to β-amino carboxylic esters (55-80% yield), β-aminoalkyl sulfones (42-88% yield), β-aminoalkyl sulfoxides (20-32% yield), α- and γ-(β-aminoalk...

Reactions of readily available and stable N-(α-amidoalkyl)benzotriazoles 1 (derived from a variety of aliphatic, aromatic or heterocyclic aldehydes) with diverse nitroalkanes, nitriles, alkynes and esters afforded N-(β-nitroalkyl)amides 4 (54−96%), N-(β-cyanoalkyl)amides 6 (58−88%), N-acylpropargylamines 11 (41−87%) and esters of β-N-acylamino acid...

Aminoalkylation of a series of primary and secondary nitriles with N-(α-aminoalkyl)benzotriazoles 1 (derived from a variety of secondary amines and aldehydes) proceeds smoothly providing the corresponding β-aminoalkyl nitriles 5a–j in 66–97% yields.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.

[Structure: see text]. Reactions of readily available N-(alkyl-, aryl-, and heteroarylsulfonyl)benzotriazoles 3a-h with diverse nitriles, reactive heteroaromatics, alkylheteroaromatics, sulfones, and esters produced alpha-cyanoalkyl sulfones 5a-i, sulfonylheteroaromatics 7a-e, alpha-(sulfonylalkyl)heterocycles 9a-f, alpha-sulfonylalkyl sulfones 11a...

[Reaction: see text]. Readily available N-acylbenzotriazoles 2a-l (derived from a variety of aliphatic, (hetero)aromatic, and N-protected alpha-amino carboxylic acids) smoothly convert primary 3a-c and alpha-functionalized primary nitroalkanes 3d into the corresponding alpha-nitro ketones 5a-p in yields of 39-86% (average 63%).

[Chemical reaction: See text] Benzotriazole reagents for thioacylation (RCSBt), thiocarbamoylation (RR'NCSBt), aryl/alkoxythioacylation (ROCSBt), and aryl/alkylthiothioacylation (RSCSBt) are synthesized, and their utility is assessed by syntheses of representative heteroaryl thioureas 3a-g, thioamides 15a-s, thionoesters 16a-h, thiocarbamates 17a-e...

Reactions of alkylazines 9a-f (2-methylpyridine, 2-benzylpyridine, 4-benzylpyridine, 2-methylquinoline, 4-methylquinoline or 4-methylpyrimidine) with readily available N-acylbenzotriazoles 8a-j produced 1-substituted-2- azinyl-1-ethanones 10a-p in 50-95% yields.

Quenching the beta-lithiated benzotriazolylvinyl ethyl ether 2 with aldehydes, acid chlorides and chalcones provided the corresponding beta-hydroxyalkyl derivatives 4a-f, beta-keto vinyl ethers 7a,b, and Michael adducts 8a,b, respectively. The alkylated product 4 was converted into alpha, beta-unsaturated ketones 5a-f upon treatment with bromine. b...

Nucleophilic addition of alkyl- and benzylthiols to benzoquinone diimine (1) gave the corresponding 3-alkylthio- or 3-benzylthio-1,4-phenylenediamines (2-5). However, addition of aryl- or heteroarylthiols to 1 formed 2-arylthio- or 2-heteroarylthio-1,4-phenylenediamines (6-14). The structures of 2-14, obtained in 55-91% yields, were confirmed in CD...

Reaction of readily available alpha-(benzotriazolyl)alkyl urea derivatives (derived from aromatic, heteroaromatic, and aliphatic aldehydes) with beta-keto esters resulted in 3,4-dihydropyrimidin-2(1H)-ones in good to excellent yields.

Primary and secondary cyanides are efficiently acylated with N-acylbenzotriazoles 3a-f (derived from a variety of acids) to afford the corresponding alpha-substituted beta-ketonitriles 5a-r in 67-96% yields.

Acyclic sulfones 4a-f and alicyclic sulfone 7 react with readily available N-acylbenzotriazoles 3a-g (derived from aliphatic, aromatic, and heteroaromatic carboxylic acids) to provide the corresponding beta-keto sulfones 5a-n and 8a-c, respectively, in good to excellent yields.

Reactions of organometallic reagents with 1-(substituted ethynyl)-1H-1,2,3-benzotriazoles 5 derived from a variety of benzotriazolylmethyl ketones 3 afforded disubstituted acetylenes in synthetically useful yields.

1-([1,3,4]Oxadiazol-2-ylmethyl)-1H-benzotriazoles 10a-d and 1-([1,2,4]triazol-3-ylmethyl)-1H-benzotriazoles 15a,b are synthesized and used for side chain elaboration.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Novel polysubstituted 5,6-dihydro-4H-1,3-oxazines are synthesized by 1,4-cycloaddition of unactivated olefins with N-acyliminiums from benzotriazole precursors. The configuration and conformation of the products are deduced from NMR investigation. The regio- and exo–endo stereochemistry of the cycloaddition are discussed. Conformations of compounds...

N-[α-Amino(hetero)arylmethyl]benzotriazoles derived from a variety of (hetero)aromatic aldehydes were reacted with sodium phenolates to afford amino(hetero)arylmethylated phenols in high yields.

Silyl enol ethers react with 1-chlorobenzotriazole to provide a new general method for the preparation of α-benzotriazolyl-substituted ketones.