28591-78-8

Upstream product

• 78610-01-2 2,3-Diaza-5-benzhydrilidene-7,8-benzotricyclo<4.3.0.0^4,9>nona-2,7-diene 
• 2175-90-8 6,6-Diphenylfulvene 
• 118-92-3 anthranilic acid 

Downstream Products

• 55723-86-9 9-Benzhydrylidene-1,4-dihydro-1,4-methano-naphthalene-2,2,3,3-tetracarbonitrile 
• 116972-09-9 C₃₂H₂₃N₃O₂ 
• 117064-18-3 C₄₀H₂₈N₆O₄ 
• 116972-10-2 C₄₀H₂₈N₆O₄ 
• 116972-11-3 C₂₇H₂₁N₃O₂ 
• 73818-03-8 C₃₂H₂₃N₃O₂ 

Relevant academic research and scientific papers

A mild alternative to the use of benzyne in [4 + 2]-cycloaddition reactions

A synthetic protocol to assemble a benzene ring, mimicking the [4 + 2]-cycloaddition of benzyne is reported. The sequence of reactons is made up of simple and mild steps and overall it furnishes comparable or even better yields with respect to the direct addition of benzyne.

Cycloaddition of 4-Phenyl-4H-1,2,4-triazole-3,5-dione (PTAD) to 7-Alkylidene-2,3-benzonorbornadienes

A series of 7-alkylidene-2,3-benzonorbornadienes 2a-f was prepared from the corresponding fulvenes 1a-f by reaction with benzyne.The cycloaddition of 2 with PTAD was investigated.While the phenyl derivative 2a was quite unreactive and afforded traces of t

Generation of 2,3-Benzobicyclo<2.2.1)hept-2-ene-5,7-diyl Diradicals via Denitrogenation of Appropriate Azoalkanes and Their Mechanistic Implications in the Di-?-methane Rearrangement of Benzonorbornadienes

The azoalkanes 16a-c, prepared from the bicycloalkadienes 5a-c via dipolar cycloaddition with 4-methyl-1,2,4-triazoline-3,5-dione (MTAD) and subsequent oxidative hydrolysis, were submitted to thermal and direct and ketone-sensitized photochemical denitrogenation, with the intention of entering the diradical manifold postulated for the di-?-methane rearrangement.It is shown that in each case denitrogenation leads to the expected 2,3-benzobicyclohept-2-ene-5,7-diyl diradical 7.Diradical 7 mostly cyclizes into the corresponding tricycloalkene 8, and only a very small fraction (5percent) suffers retro-di-?-methane rearrangement into the bicycloalkadiene 5 via the cyclopropyl dicarbinyl radical 6.Stabilizing substituents such as benzhydryl and spirocyclopropyl groups in a position α to the rearranging radical site in 7 discourage retro-di-?-methane reaction.