63348-60-7

Upstream product

• 39687-95-1 isocyanoacetic acid methyl ester 
• 100-46-9 benzylamine 
• 2999-46-4 Ethyl isocyanoacetate 

Downstream Products

• 76203-40-2 (Z)-N-Benzyl-2-formylamino-3-thiophen-2-yl-acrylamide 
• 1207525-85-6 3-cyclopentyl-1-[5-[(phenylmethyl)amino]-2-oxazolyl]-1-propanone 
• 1207525-91-4 1-[5-(benzylamino)-1,3-oxazol-2-yl]-2-phenyl-1-butanone 
• 1207525-86-7 1-[5-[(phenylmethyl)amino]-2-oxazolyl]-1-hexanone 
• 1404371-66-9 5-(benzylamino)-2-(hex-5-enoyl)-1,3-oxazole 
• 63348-68-5 3-benzyl-5,5-dimethyl-3,5-dihydro-4H-imidazol-4-one 
• 1610565-50-8 N-benzyl-1,4-diphenylisoquinoline-3-carboxamide 
• 1610565-17-7 N-benzyl-2-isocyano-3,3-diphenylacrylamide 
• 1610565-68-8 C₂₃H₂₀N₂O₂ 
• 1219037-55-4 C₁₉H₂₇N₃O₃ 
• 1219037-37-2 C₂₀H₂₈N₄O₅ 

Relevant academic research and scientific papers

'Atypical Ugi' tetrazoles

Amino acid-derived isocyano amides together with TMSN3, oxocomponents and 1° or 2° amines are common substrates in the Ugi tetrazole reaction. We surprisingly found that combining these substrates gives two different constitutional isomeric Ugi products A and B. A is the expected classical Ugi product whereas B is an isomeric product ('atypical Ugi') of the same molecular weight with the tetrazole heterocycle migrated to a different position. We synthesized, separated and characterized 22 different isomorphic examples of the two constitutional isomers of the Ugi reaction to unambiguously prove the formation of A and B. Mechanistic studies resulted in a proposed mechanism for the concomitant formation of A and B.

A Novel Synthetic Route to Imidazole Derivatives: Synthesis of Mesoionic 3-Alkyl-2-arylthio-1,3-diazolium-4-olates

The reaction between N-alkylisocyanoacetamides 3a-e and arylsulfenyl chlorides 4a, c, f-i affords arylcarbonimidochloridothioates 5a-i which on treatment with triethylamine undergo ring-closure to give 3-alkyl-2-arylthio-1,3-diazolium-4-olates 8a-i.

Pd(0)-Catalyzed Direct C-H Functionalization of 2-H-4-Benzylidene Imidazolones: Friendly and Large-Scale Access to GFP and Kaede Protein Fluorophores

The first one-pot synthesis of N-substituted 2-H-4-benzylidene imidazolones and their subsequent palladium-catalyzed and copper-assisted direct C2-H arylation and alkenylation with aryl- and alkenylhalides are described. This innovative synthesis is step-economical, azide-free, high yielding, highly flexible in the introduction of a variety of electronically different groups, and can be operated on large-scale. Moreover, the method allows direct access to C2-arylated or alkenylated imidazolone-based green fluorescent protein (GFP) and Kaede protein fluorophores, including ortho-hydroxylated models.

Easy Synthesis of Two Positional Isomeric Tetrazole Libraries

A fast and efficient synthesis of libraries of positional isomeric 1H-tetrazoles and 5H-tetrazoles, for the purpose of testing binding hypothesis of isomeric tetrazoles in fragment-based drug discovery, is described.

Pd-Catalyzed direct C-H functionalization of imidazolones with aryl- and alkenyl halides

Direct C-H arylation and alkenylation of 4,4′-dialkylimidazolones with a broad range of halides under palladium and copper catalysis have been developed. This methodology is applied to the preparation of recently discovered fatty acid synthetase (FAS) inhibitors. This journal is

Efficient synthesis of α-ketoamides via 2-acyl-5-aminooxazoles by reacting acyl chlorides and α-isocyanoacetamides

"Chemical equation presented" Acyl chlorides and α-isocyanoacetamides undergo an efficient reaction in dichloromethane in the presence of triethylamine to give 2-acyl5-aminooxazoles. Subsequent acid hydrolysis of the 5-aminooxazole moiety leads to α-ketoamides in good overall yields.

Heterocycles from Substituted Amides. VII (1,2). Oxazoles from 2-Isocyanoacetamides

Certain heretofore unknown tertiary α-isocyanacetanilides 1 are reported for the first time, prepared by methods necessarily different from those employed to prepare the previously cited aliphatic α-isocyanoacetamides 2.Like 2,1, has been shown to readily

Isocyanoacylamides

Isocyanoacylamides have been found to inhibit the growth of broadleaf plants, espcially when applied as a post-emergent. At lower rates, the compounds of the invention are effective in regulating the growth of corn plants.