1,2-Diphenylcyclobutane synthesis

Yield:3018-21-1 58%

Reaction Conditions:

with tris[2-phenylpyridinato-C₂,N]iridium(III) in dimethyl sulfoxide;N,N-dimethyl-formamide at 25; for 12 h;Inert atmosphere;Irradiation;diastereoselective reaction;

Steps:

1 Example 1

A method for constructing a quaternary carbon ring by visible light catalysis [2+2] reaction, comprising the following steps: Complex 1 is a visible light catalyst,To a mixed solvent (1:1) of 0.5 mL of dimethyl sulfoxide and N,N-dimethylformamide, 1.3 mg of the catalyst and 1.0 mmol of styrene (corresponding to R1 is phenyl) were added.The concentration of the visible light catalyst is 4.0 x 10-3 M.Pass argon for ten minutes,Then, with 450 nm ± 10 nm Blue LEDs, the light was illuminated in an argon atmosphere at 25 ° C for 12 h.After the reaction is over,Add 10 mL of ethyl acetate and 20 mL of water to extract the mixture.The aqueous phase was extracted twice with 10 mL of ethyl acetate.Combine the organic phase,Dry over anhydrous sodium sulfate,Filter and spin dry,Separated by column.Nuclear magnetic resonance spectrum,Carbon spectrum,And the product identified by mass spectrometry is racemic 1,2-diphenylcyclobutane.The conversion rate of raw materials is 100%.The yield of the cyclobutane product is 58%.The diastereoselectivity is 3:1.

References:

CN108623425,2018,A Location in patent:Paragraph 0079-0081