21855-89-0

Upstream product

• 63521-74-4 4-(2-benzoylphenyl)butanal 
• 826-73-3 1-Benzosuberone 
• 100-58-3 phenylmagnesium bromide 
• 108079-10-3 8-Bromo-9-phenyl-6,7-dihydro-5H-benzocycloheptene 
• 67-56-1 methanol 
• 40494-52-8 5-phenyl-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-ol 

Downstream Products

• 63521-74-4 4-(2-benzoylphenyl)butanal 
• 853081-24-0 3-acetyl-2-methyl-10b-phenyl-3aH-benzo[e]cyclohepta[1,2-b]furan 
• 107151-90-6 8-hydroxy-5-phenyl-benzocyclohepten-7-one 
• 35068-34-9 5-phenyl-6,7,8,9-tetrahydro-5H-benzocycloheptene 

Relevant academic research and scientific papers

Conversion of Carbonyl Compounds to Olefins via Enolate Intermediate

A general and efficient protocol to synthesize substituted olefins from carbonyl compounds via nickel catalyzed C—O activation of enolates was developed. Besides ketones, aldehydes were also suitable substrates for the presented catalytic system to produce di- or tri- substituted olefins. It is worth noting that this approach exhibited good tolerance to highly reactive tertiary alcohols, which could not survive in other reported routes for converting carbonyl compounds to olefins. This method also showed good regio- and stereo-selectivity for olefin products. Preliminary mechanistic studies indicated that the reaction was accomplished through nickel catalyzed C—O activation of enolates, thus offering helpful contribution to current enol chemistry.

Iodine induced transformations of alcohols under solvent-free conditions

Iodine has been shown to be an efficient catalyst for transformations of alcohols under solvent-free conditions. In the presence of 5% of iodine, tertiary alcohols underwent dehydration forming the corresponding alkenes, while in the case of 2-phenylpropane-2-ol cyclodimerisation to 1,1,3-trimethyl-3-phenylindane took place. Secondary and primary benzyl alcohols under the same conditions gave the corresponding ethers.

PHOTOLYSIS OF CYCLIC ARYLVINYL HALIDES. FORMATION OF 1,2-BENZO-1,3-CYCLOALKADIENYL CATIONS AND THEIR REARRANGEMENTS

Photolysis of 1,2-benzo-1,3-cycloalkadien-4-yl bromides and 1,2-benzo-1,3-cycloalkadien-3-yl chlorides showed a remarkable effect of ring size on the rearrangements of the resulting 1,2-benzo-1,3-cycloalkadienyl cations, i.e., 1,2-aryl or alkyl migration across the double bond and 1,2-hydride or methyl migration to the cationic center.