95245-10-6

Upstream product

• 613-90-1 benzoyl cyanide 
• 111-40-0 3-azapentane-1,5-diamine 
• 65-85-0 benzoic acid 
• 532-28-5 (RS)-mandelonitrile 
• 10364-94-0 1-benzoylimidazole 

Relevant academic research and scientific papers

N-Acyl-N-(4-chlorophenyl)-4-nitrobenzenesulfonamides: Highly selective and efficient reagents for acylation of amines in water

A variety of N-acyl-N-(4-chlorophenyl)-4-nitrobenzenesulfonamides (1a-e) were synthesized in one pot from 4-chloroaniline under solvent-free conditions and have been developed as chemoselective N-acylation reagents. Selective protection of primary amines in the presence of secondary amines, acylation of aliphatic amines in the presence of aryl amines, and monofunctionalization of primary-secondary diamines as well as selective N-acylation of amino alcohols using these reagents are described. All of the acylation reactions were carried out in water as a green solvent. High stability and easy preparation of these acylating reagents are other advantages of this method.

Ruthenium-catalyzed oxidations for selective syntheses of ketones and acyl cyanides. Selective acylation of amino compounds with acyl cyanides

Oxidation of alcohols to the corresponding carbonyl compounds with tert-butyl hydroperoxide in the presence of dichlorotris(triphenylphosphine)ruthenium catalyst gives the corresponding carbonyl compounds with high efficiency. This method can be applied to the oxidation of cyanohydrins to give acyl cyanides which are versatile synthetic intermediates. Acylation of amino compounds with acyl cyanides thus obtained proceeds chemoselectively. Thus, the reaction of amino alcohols with acyl cynides gives N-acylated products exclusively. In the similar N-acylation of polyamines primary amines are selectively acylated in the presence of secondary amines. These reactions are highly useful for the synthesis of spermidine and spermine alkaloids such as spermidine alkaloids such as spermidine siderophores. Dimeric cyclocoupling reaction of diacyl cyanides such as iso- and terephthaloyl cyanides with polyamines can be performed under the similar reaction conditions to give the corresponding polyazamacrocycles with high efficiency.

Chemoselective Acylation of Primary Amines in the Presence of Secondary Amines with Acyl Cyanides. Highly Efficient Methods for the Synthesis of Spermidine and Spermine Alkaloid

Acyl cyanides are highly useful reagents for the chemoselective acylation of primary amines in the presence of secondary amines.The reaction provides the versatile method for the shortstep synthesis of various naturally occurring polyamines.

A SIMPLE METHOD FOR THE DIRECT BIS-ACYLATION THE PRIMARY AMINO GROUPS IN SPERMIDINE AND OTHER LINEAR TRIAMINES

A simple and efficient method for the direct symmetrical bis-acylation of spermidine and other linear triamines using acylimidazoles is described.By this procedure, the siderophore natural product N1,N8-bis(2,3-dihydroxybenzoyl) spermidine was synthesized in an overall yield of 70percent in two steps.