16174-24-6

Upstream product

• 73078-95-2 1'-phenylspiro 
• 73078-98-5 C₂₂H₁₇N₃O 
• 2222-33-5 dibenzosuberenon 
• 606-23-5 1H-indene-1,3(2H)-dione 
• 100-52-7 benzaldehyde 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 73079-02-4 C₂₁H₁₄N₄O₃ 
• 73078-99-6 C₂₂H₁₇N₃O₂ 
• 73079-00-2 C₂₁H₁₄ClN₃O 
• 73079-01-3 C₂₁H₁₄ClN₃O 
• 73078-96-3 C₂₂H₁₇N₃O 
• 73078-97-4 C₂₂H₁₇N₃O 

Relevant academic research and scientific papers

Synthesis of dibenzo[: A, d] cycloheptanoids via aryne insertion into 2-arylidene-1,3-indandiones

A novel and unexpected aryne insertion cascade reaction on 2-arylidene-1,3-indandiones via conjugate addition of fluoride followed by formal C-C insertion is developed to afford dibenzo[a,d]cycloheptanoid derivatives in good yields with a single isomer. T

Synthesis of o-Substituted Phenols by Criegee Rearrangement of Benzylic Hydroperoxides

9-Phenylthioxanthen-9-ol, 10,10-dimethyl-9-phenyl-9,10-dihydroanthracen-9-ol, and 9-arylfluoren-9-ols undergo Criegee-type rearrangements when treated with hydrogen peroxide and acid to generate substituted benzophenones from the first two substrates, and monoesters of biphenyl-2,2'-diol from the fluorenes via subsequent Bayer-Villiger oxidation of the intermediate 2'-aroylbiphenyl-2-ol. 5-Phenyl-10,11-dihydrodibenzocyclohepten-5-ol and its dehydroderivative gave the corresponding heptanone and heptenone on treatment with acid and hydrogen peroxide.Prolonged reaction of the 5-phenyldibenzohepten-5-ol afforded products arising from oxidation of the double bond.

Syntheses and Reactions of Spiroanthronetriazolines

Quinone methide 1a reacts with aryl azides 2 to give the corresponding spiroanthronetriazolines 3 along with byproducts, collected in Table I, which are formed by the thermal reaction of 3 or 1a.Quinone methide 1b adds to azides 2 to give spiroanthronetriazolines 5 or their subsequent products.Pyrolysis of 3 regenerates the starting quinone methide 1a and azide 2, and their photolysis leads to 1a.Pyrolysis and photolysis of 5 yield aryliminoanthrone 7, arylaminodibenzocycloheptenone 12, or its isomer 19.Attempts to convert 3 and 5 into spiroanthroneaziridines 14 and 15, respectively, were unsuccessful.Reactions of 3 and 5 with acid catalysts give the rearrangement products dibenzocycloheptenediones 23 and 24, respectively, in high yields.These reactions are discussed in mechanistic terms.