22119-01-3

Upstream product

• 22315-46-4 bromo-phenyl-cyclobutenedione 
• 81287-11-8 3-(1-<(E)-Hydroxyimino>ethyl)-4-phenyl-3-cyclobuten-1,2-dion 
• 5231-87-8 3,4-diethoxy-3-cyclobuten-1,2-dione 
• 114094-71-2 3-isopropoxy-4-phenylcyclobut-3-ene-1,2-dione 
• 3947-97-5 3-phenyl-3-cyclobutene-1,2-dione 
• 313-28-0 3,3,4,4-Tetrafluor-1-phenyl-cyclobuten-⁽¹⁾ 
• 313-29-1 4-Fluor-4-chlor-1-phenyl-cyclobuten-⁽¹⁾-on-⁽³⁾ 
• 313-30-4 4,4-Difluoro-3-phenyl-cyclobuten-⁽²⁾-on-⁽¹⁾ 
• 313-27-9 1-phenyl-3,3,4-trifluoro-4-chloro-1-cyclobutene 
• 17204-78-3 3-Ethyl-4-phenyl-3-cyclobuten-1,2-dione 
• 22118-93-0 3-chloro-4-(4-phenyl)cyclobut-3-ene-1,2-dione 
• 79033-54-8 3,4-Dioxo-2-phenyl-1-cyclobuten-1-ylisothiocyanat 
• 95-54-5 1,2-diamino-benzene 

Downstream Products

• 334992-77-7 3-amino-4-hydroxy-2-phenylcyclobutenone 

Relevant academic research and scientific papers

TFA-catalyzed ring transformation of 4-hydroxycyclobutenone: A simple and general route for preparation of 3-substituted 4-aminofuran-2(5H)-ones

Following a convenient sequence of alkylation and amination of 3,4-diisopropoxycyclobutene-1,2-dione 11, three typical substituted groups (H, n-Bu, and Ph) and three typical amino groups (unsubstituted, primary and secondary) are easily introduced onto it

Reactions with Cyclobutenediones, LXI. Ring Expansions and Conversions of 3-Alkyl-4-phenylcyclobutenediones

In a novel reaction for the cyclobutenedione system, oxidation of the title compounds 1a and 1b leads to ring expansion with formation of cyclopentenetrione 3 and cyclopentenedione 5.The oximes 6a and b, produced by nitrosation of 1a and b, can be hydrolysed to the ring enlarged structures 4d and 5. 4d is oxidized to 3 and methylated to 7.Beckmann-conversion of 6a and b results in the formation of the amide 10 and the amine 11. 6a is acetylated to 13 or dehydrated to the nitrile 14.

Preparation and Reactions of 3-Phenyl-4-pseudohalocyclobutenediones

3-Phenyl-4-pseudohalocyclobutenediones 2, 3 are prepared from 3-halo-4-phenylcyclobutenediones.The thio- and selenoethers 4 and the thio- and selenoureas 5 are obtained from 2 and 3 as secondary products.The reaction products of 2a and 3a with aromatic and heteroaromatic 1,2-diamines are described.Action of chlorine on 3a leads to the chloroformimidoyl chloride 9.On treatment with bases the four-membered ring of 2a is cleaved.