30237-78-6Relevant academic research and scientific papers
Reaction of N-(p-Tolylsulfonyl)diphenylcyclopropenimine with Pyridinium and Isoquinolinium Ylides
Pilli, Ronaldo Aloise,Rodrigues, J. Augusto,Kascheres, Albert
, p. 1084 - 1091 (2007/10/02)
N-(p-Tolylsulfonyl)diphenylcyclopropenimine (2) reacted smoothly with pyridinium N-carbethoxyamide (3) to afford a new ylide (5), in addition to stilbene 4, uracil 6, and pyrimidone 7.An observed thermal transformation of 5 to 6 and 7 is discussed.Reaction of the cyanocarboethoxy methylides 15a-c with 2 produced the internal salts 16a-c, while the dicarbethoxy, monocarbethoxy, and benzoyl methylides 15d-f gave the pyridine-free cyclics 26, 28, and 29, respectively.The isoquinolinium methylides 31a-c reacted in an analogous fashion, while the N-amides 33a,b afforded cycloadducts 34a,b.A series of reactions used to correlate the structures of the latter is described, including an observed cycloaddition mode for diphenylcyclopropenone (1) with 33a-c which yielded 39, 37, and 42, respectively.
Cycloaddition Reaction of Dimethyl Acetylenedicarboxylate with 2,4,5-Triphenyl-3H-pyrrol-3-one 1-Oxide
Freeman, Jeremiah P.,Haddadin, Makhluf J.
, p. 4898 - 4902 (2007/10/02)
The reaction of 2,4,5-triphenyl-3H-pyrrol-3-one 1-oxide with dimethyl acetylenedicarboxylate gave pyridine 9a, 4(3H)-pyridone 10a, isoxazolidine 11, and traces of pyridone 13.Pyridone 10a is not an intermediate in the formation of 9a, yet on photolysis or pyrolysis above its melting point, 10a yielded pyridine 9a.Possible reaction mechanisms that rationalize the formation of these products are discussed.
Reaction of Benzocinnolinium-5-(N-acyl- and N-benzimido-imides) with Diphenylcyclopropenone
Barr, John J.,Storr, Richard C.,Tandon, Vishnu K.
, p. 1147 - 1149 (2007/10/02)
Benzocinnolinium-5-(N-acylimides) (6; R = Ph, OEt, or Me) give benzocinnoline and 2-substituted-4,5-diphenyloxazin-6-ones (7) on reaction with diphenylcyclopropenone.In contrast, the related benzocinnolinium-5-(N-benzimidoimides) (11; R = H, Ph, or p-tolyl) give stable adduct (12), which on pyrolysis yield benzocinnoline and 1-substituted-2,5,6-triphenylpyrimidin-4-ones.
