665014-68-6

Upstream product

• 123-30-8 4-amino-phenol 
• 135-02-4 ortho-anisaldehyde 
• 5348-20-9 4-(2-methoxy-benzylidenamino)-phenol 

Downstream Products

• 1613063-73-2 1-(2-methoxybenzyl)-2,7-dioxo-1-azaspiro[3.5]nona-5,8-diene-3-carbonitrile 
• 1613063-41-4 2-cyano-N-(4-hydroxyphenyl)-N-(2-methoxybenzyl)acetamide 
• 1169411-29-3 ethyl 3-((4-hydroxyphenyl)(2-methoxybenzyl)amino)-3-oxopropanoate 

Relevant academic research and scientific papers

Backbone conformation affects duplex initiation and duplex propagation in hybridisation of synthetic H-bonding oligomers

Synthetic oligomers equipped with complementary H-bond donor and acceptor side chains form multiply H-bonded duplexes in organic solvents. Comparison of the duplex forming properties of four families of oligomers with different backbones shows that format

Versatile synthesis of 4-spiro-β-lactam-3-carbonitriles via the intramolecular nucleophilic cyclization of N-(p-hydroxyphenyl)cyanoacetamides

A series of 4-spiro-cyclohexadienonyl-β-lactam-3-carbonitriles, 2,7-dioxo-1-azaspiro[3.5]nona-5,8-diene-3-carbonitriles, was synthesized in satisfactory to excellent yields via the intramolecular nucleophilic cyclization of N-(p-hydroxyphenyl)cyanoacetamides with iodobenzene diacetate (IBD) as oxidant and potassium hydroxide as base. Acetic 4-spiro-cyclohexadienonyl- β-lactam-3-carbimidic anhydrides were obtained when organic base triethylamine was applied instead of potassium hydroxide. The mechanisms of the intramolecular nucleophilic cyclization and formation of acetic β-lactam-3-carbimidic anhydrides were proposed. The cyclization is a sequence of nucleophilic ipso addition and oxidative dearomatization. The formation of acetic carbimidic anhydrides is an acid-catalyzed acetate addition to the nitriles.