87598-28-5Relevant academic research and scientific papers
Thioaldehyde Diels-Alder Reactions
Vedejs, E.,Eberlein, T. H.,Mazur, D. J.,McClure, C. K.,Perry, D. A.,et al.
, p. 1556 - 1562 (2007/10/02)
Thioaldehydes containing virtually any α-substitutent can be generated by photofragmentation of phenacyl sulfides.Donor-substituted derivatives are reactive toward electron-rich dienes and give 2 + 4 cycloadducts with regiochemistry corresponding to advan
A Method for Mild Photochemical Oxidation; Conversion of Phenacyl Sulfides into Carbonyl Compounds
Vedejs, E.,Perry, D. A.
, p. 573 - 575 (2007/10/02)
Sunlamp irradiation of phenacyl sulfides PhCOCH2SCHRR' affords thiocarbonyl compounds S=CRR' that can be trapped in high yield by using the nitronate CH3CH=N+(OTBS)O-; the heterocycle 3 resulting from 1,3-dipolar cycloaddition is cleaved rapidly by fluoride ion to give ketones or aldehydes.
