97946-41-3

Upstream product

• 85554-10-5 methyl 2-methyl-2-<2-(phenylsulfinyl)-1-ethyl>-4-phenylbut-3-enoate 
• 33599-85-8 (E)-2-methyl-4-phenyl-3-butenoic acid methyl ester 
• 91083-82-8 (E)-methyl 4-phenylbut-3-enoate 

Downstream Products

• 97946-44-6 (E)-3-benzoyl-3-methyl-1-phenylpenta-1,4-diene 
• 85554-00-3 (Z)-3-Methyl-5-phenyl-3-vinyl-pent-4-en-2-one 
• 97799-64-9 (E)-3-methyl-1-phenyl-3-vinylpent-1-en-4-one 
• 97946-43-5 (E)-2-Methyl-4-phenyl-2-vinyl-but-3-enoyl chloride 
• 97946-42-4 (E)-2-methyl-4-phenyl-2-vinylbut-3-en-1-oic acid 

Relevant academic research and scientific papers

Electrophilic Substitution of β,γ-Unsaturated Esters and Ketones using Phenyl Vinyl Sulphoxide as a Vinyl Cation Synthon

This paper describes a number of examples in which phenyl vinyl sulphoxide is used as a vinyl cation equivalent to react with sterically hindered, charge-stabilized anions derived from α-alkyl-β,γ-unsaturated ketones and esters.With the β,γ-enones (4), (7), and (22), the Michael addition proved to proceed effectively upon using a catalytic amount of base and t-butyl alcohol as solvent.Pyrolysis of the addition product and subsequent distillation in vacuo afforded the β,γ;β'γ'-dienones in good yields.The α,β-enone (1) and the β,γ-unsaturated esters (10) and (15) reactions were performed using sodium hydride as base in benzene.Pyrolysis of the Michael addition products (2), (11), and (16) yielded the β,γ;β'γ'-dienone (3) and the β,γ;β'γ'-unsaturated esters (12) and (17).The β,γ;β'γ'-dienones (13), (14), (18), and (19) have been obtained by subsequent saponification of the two esters, conversion of the resulting carboxylic acids into the corresponding acyl chlorides, and reaction of the latter with dimethyl- or diphenyl-cuprate.

PHOTOCHEMISTRY OF beta , gamma -ENONES. 7. 1 INTRAMOLECULAR COMPETITION BETWEEN DI- pi -METHANE AND OXA-DI- lambda -METHANE REARRANGEMENTS. ON THE INTERMEDIACY OF CHARGE- TRANSFER COMPLEXES AND ZWITTERIONS IN THE DI- pi -METHANE REARRANGEMENTS.

The intramolecular competiton between the di- pi -methane (DPM) rearrangement and the oxa-di- pi -methane (ODPM) rearrangement of 3-(3,4-dihydro-2-naphthyl)-3-methylpent-4-en-2-one (1), (E)-3-methyl-3-vinyl-5-phenylpent-4-en-2-one (2), and 2-cyclopent-1enyl-2-vinylcyclopentanone (3) has been examined. Dienone 1 in benzene upon triplet photosenitization with 4-benzoylbiphenyl leads to the formation of one DPM isomer and two ODPM isomers in ratio of 35:17:10. The results are consistent with a stepwide mechanism via 1,4- and 1,3-biradicals as the subsequent intermediates. The occurrence of only one instead of the expected two DPM isomers is explained in terms of the specific charge-transfer complexation in the 1,3-biradical rotamer intermediate in which the phenylene and acetyl group are 'cisoid' (CTC).